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Relevant bibliographies by topics / Phosphine imide

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Academic literature on the topic 'Phosphine imide'

Author: Grafiati

Published: 4 June 2021

Last updated: 16 February 2022

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Journal articles on the topic "Phosphine imide"

1

Agrawal, Seema, and Anudeep Kumar Narula. "Facile synthesis of new thermally stable and organo-soluble polyamide-imides from phosphorus-containing aromatic amines and various dianhydrides." Journal of Polymer Engineering 33, no. 6 (September 1, 2013): 509–20. http://dx.doi.org/10.1515/polyeng-2013-0100.

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Abstract Imide ring containing novel polyamide-imides (PAIs) were prepared by triphenyl phosphite-activated polycondensation of phosphorus-containing aromatic amines, bis(3-aminophenyl) isopropyl phosphine (BAP) and bis(3-aminophenyl) aminotolyl phosphine (TAP), with various diimide-diacids (DIDAS). All polymers were fully characterized by FTIR, 1H-NMR, 13C-NMR, 31P-NMR spectroscopy and elemental analysis. These polymers showed no significant weight loss below 419°C and glass transition temperatures (Tg) in the region of 231°C–290°C. The resulting polymeric films exhibited high optical transparency. The inherent viscosity of the synthesized polymers was in the range 0.55–0.85 dl/g and wide angle X-ray diffraction measurements revealed that these polymers were predominantly amorphous.

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Hoshimoto, Yoichi, Shun Nagai, Takaya Hinogami, Sunit Hazra, and Sensuke Ogoshi. "N ‐Phosphine Imide‐Substituted Imidazolylidenes." Asian Journal of Organic Chemistry 10, no. 5 (April 12, 2021): 1085–89. http://dx.doi.org/10.1002/ajoc.202100109.

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3

Zhu, Cheng, Alexandre Bergantini, Santosh K. Singh, Ralf I. Kaiser, André K. Eckhardt, Peter R. Schreiner, Ya-Syuan Huang, Bing-Jian Sun, and Agnes H. H. Chang. "Formation of phosphine imide (HNPH3) and its phosphinous amide (H2N–PH2) isomer." Chemical Communications 57, no. 40 (2021): 4958–61. http://dx.doi.org/10.1039/d0cc08411e.

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4

Adamek, Jakub, Roman Mazurkiewicz, Anna Węgrzyk, and Karol Erfurt. "1-Imidoalkylphosphonium salts with modulated Cα–P+ bond strength: synthesis and application as new active α-imidoalkylating agents." Beilstein Journal of Organic Chemistry 13 (July 24, 2017): 1446–55. http://dx.doi.org/10.3762/bjoc.13.142.

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An effective synthesis of the hitherto unknown 1-imidoalkylphosphonium salts has been developed in the reported study. The crucial step in the method included the decarboxylative α-methoxylation of N-phthaloyl- or N-succinylamino acids to the corresponding N-(1-methoxyalkyl)imides, followed by the displacement of the methoxy group by the triarylphosphonium group through melting of the imide derivative with triarylphosphonium tetrafluoroborate. The imidoalkylating properties of the obtained 1-imidoalkylphosphonium salts were tested using the Tscherniac–Einhorn-type reaction with aromatic hydrocarbons as a model reaction. It was found that the Cα–P+ bond strength can be considerably reduced and the imidoalkylation of arenes can be markedly facilitated using 1-imidoalkylphosphonium salts derived from triarylphosphines with electron-withdrawing substituents such as tris(m-chorophenyl)phosphine, tris(p-chlorophenyl)phosphine and tris[p-(trifluoromethyl)phenyl]phosphine. Microwave irradiation also considerably facilitates the cleavage of the highly polar Cα–P+ bond.

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Scondo, Alexandre, Florence Dumarcay-Charbonnier, Alain Marsura, and Danielle Barth. "Supercritical CO2 phosphine imide reaction on peracetylated β-cyclodextrins." Journal of Supercritical Fluids 48, no. 1 (February 2009): 41–47. http://dx.doi.org/10.1016/j.supflu.2008.09.003.

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Guidi, Vanina V., Zhou Jin, Devin Busse, William B. Euler, and Brett L. Lucht. "Bis(phosphine Imide)s: Easily Tunable Organic Electron Donors." Journal of Organic Chemistry 70, no. 19 (September 2005): 7737–43. http://dx.doi.org/10.1021/jo051196u.

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Porwanski, Stanisław, Bogusław Kryczka, and Alain Marsura. "A polymer-supported ‘one-pot’ phosphine imide reaction on cyclodextrins." Tetrahedron Letters 43, no. 47 (November 2002): 8441–43. http://dx.doi.org/10.1016/s0040-4039(02)02101-9.

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Menuel, Stephane, Michel Wagner, Danielle Barth, and Alain Marsura. "Supercritical CO2 improved phosphine imide reaction on peracetylated β-cyclodextrin." Tetrahedron Letters 46, no. 19 (May 2005): 3307–9. http://dx.doi.org/10.1016/j.tetlet.2005.03.107.

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Kano, Naokazu, Kazuhide Yanaizumi, Xiangtai Meng, Nizam Havare, and Takayuki Kawashima. "Synthesis of a phosphine imide bearing a hydrosilane moiety, and its water-driven reduction to a phosphine." Chemical Communications 49, no. 88 (2013): 10373. http://dx.doi.org/10.1039/c3cc43955k.

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Porwanski, Stanislaw, Stephane Menuel, Xavier Marsura, and Alain Marsura. "The modified `phosphine imide' reaction: a safe and soft alternative ureas synthesis." Tetrahedron Letters 45, no. 26 (June 2004): 5027–29. http://dx.doi.org/10.1016/j.tetlet.2004.05.002.

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Dissertations / Theses on the topic "Phosphine imide"

1

Scondo, Alexandre Barth Danielle Marsura Alain. "La réaction phosphine imide en milieu CO2 supercritique." S. l. : INPL, 2008. http://www.scd.inpl-nancy.fr/theses/2008_SCONDO_A.pdf.

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Scondo, Alexandre. "La réaction phosphine imide en milieu CO2 supercritique." Thesis, Vandoeuvre-les-Nancy, INPL, 2008. http://www.theses.fr/2008INPL077N/document.

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Dans l'objectif de proposer un procédé de substitution du phosgène dans la production des isocyanates et de leurs dérivés, nous avons consacré ce travail à l'étude de la réaction phosphine imide dans le CO2 supercritique. Dans ce cadre, nous avons défini une réaction standard et nous avons étudié l'influence des paramètres opératoires sur la cinétique de cette réaction dans le CO2 grâce à un réacteur haute pression de 100 ml. Les analyses des échantillons obtenus ont été réalisées par chromatographie en phase liquide. Ces observations nous ont permis de développer un modèle cinétique du premier ordre, et les résultats obtenus par ce modèle ont permis une bonne prédiction de ceux observés dans un réacteur haute pression de 1l. Nous avons comparé les cinétiques obtenues dans le CO2 avec celles observées dans la diméthylformamide. Nous avons aussi étudié l'influence du "pseudo-catalyseur" permettant l'obtention des isocyanates, et ce dans la diméthylformamide et dans le CO2. Nous avons finalement pu réaliser la synthèse d'un composé d'intérêt pharmaceutique, qui augmente la biodisponibilité du Busulfan, dans le CO2 en utilisant la réaction phosphine imide et suivre la cinétique de cette réaction
In the aim to propose a substitution process to the use of phosgene for the production of isocyanates and their derivatives, we devoted this work to the study of the phosphine imide reaction in supercritical CO2. In this context, we have chosen a standard reaction and investigated the influence of operational parameters on the kinetic of this reaction in CO2 using a high pressure 100 ml reactor. Analyses of the samples were performed using high performance liquid chromatography. These observations permits to develop a first order kinetic model, and we have compared the results obtained using this model with the observations we realized in a high pressure 1l reactor. We have compared the kinetics obtained in CO2 with those observed in dimethylformamide. We have also studied in dimethylformamide and CO2 the influence of the "catalyst" which permits to obtain isocyanates. We've finally performed the synthesis of a compound of pharmaceutical interest, which increase the bioavailability of Busulfan, in CO2 using phosphine imide reaction and we have followed the kinetic of this reaction

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Menuel, Stéphane Marsura Alain. "Extension de la réaction "phosphine imide" en série cyclodextrine Synthèses et propriétés de nouvelles cyclodextrines complexantes /." [S.l.] : [s.n.], 2006. http://www.scd.uhp-nancy.fr/docnum/SCD_T_2006_0186_MENUEL.pdf.

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Menuel, Stéphane. "Extension de la réaction « phosphine imide » en série cyclodextrine : Synthèses et propriétés de nouvelles cyclodextrines complexantes." Nancy 1, 2006. http://docnum.univ-lorraine.fr/public/SCD_T_2006_0186_MENUEL.pdf.

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Dans le développement de nouvelles synthèses, le remplacement des composés volatils organiques tels que les réactifs industriels dangereux apparaît comme important. C’est aujourd'hui le défi de la chimie verte. La réaction Phosphine imide rend facile d’accès certaines fonctions quadrivalentes tel que isocyanate, carbodiimide, thio-urée ou urée notamment dans des CDs. Nous avons pu démontré la sûreté, l'efficacité et la polyvalence de cette réaction avec PPH3 libre ou supporté sur polymère avec CS2, CO2 et le CO2 supercritique. Dans la deuxième partie, les propriétés physico-chimique de coordination sélective de cations métalliques et certaines propriétés de fluorescence des complexes « de terre rare » d'ureido-CDs ont été étudiées. Ces nouveaux systèmes se sont avérés être très sélectifs et originaux , notamment dans la coordination avec la série de lanthanide. Pour la dernière partie, la synthèse d’un récepteur C2 symétrique comprenant deux CDs reliés par des liens urée à une plate-forme chirale diaza-éther-couronne est rapportée. Ce système moléculaire s'est avéré un outil efficace de complexation du Busulfan, un agent anticancéreux utilisé pour le traitement des maladie hématologiques. Enfin, un tétrapode de bis-guanidinum , premier membre d'une nouvelle famille à centres cationiques et quantité de CDs modulable est présenté. La complexation de nucléotides avec cette structure a été étudié. On observe la formation du complexe bimoléculaire combinant des inclusions dans les cavités des hydrophobes des CDs et des interactions électrostatiques entre le guanidinium et les anion phosphate
In the development of new efficient synthetic processes, the replacement of organic volatile compounds such as hazardous industrial reagents appears as a major gaol in the present day challenge for a green chemistry. It is well know that compounds containing the urea or thiourea functionality are of extended biological. As a powerful easy access to urea functionality and other main quatrivalent functions of chemistry as eg isocyanates, carbodiimide, thiourea or urea notably in CDs series, we earlier reported and demonstrated the high safety, efficiency and versatility of the phosphine imide reaction with free or polymer supported PPH3 and with CS2, CO2 or supercritical CO2. On the second part, specific physico-chemical property related to selective metal coordination and to fluorescence properties of URTF ureido-CDs “rare earth” complexes were investigated. This new systems were found to have very selective and original coordination processes notably with lanthanide series. For the last part, the synthesis of C2 symmetric receptor including two CDs connected by urea linkers to the chiral diazacrown ether o platform is reported. This molecular system was found to be an efficient complexion tool towards the Busulfan anticancer agent used for the treatment of haematological disorders. A novel bis-guanidinum tetrapode, the first member of a new host family with a checked number of cationic centres and CDs is presented. Its molecular recognition towards nucleodides guest was investigated. The formation of ditopic bimolecular complexe was observed combining host-guest hydrophobic inclusion into CDs and electrostatic interactions between guanidinium and phosphate anion

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Norman, Timothy. "Imido and phosphine bridged organometallic complexes." Thesis, University College London (University of London), 1995. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.243522.

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García, F. "Main group imides and phosphides." Thesis, University of Cambridge, 2006. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.599304.

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This thesis concerns synthetic and structural studies of a range of main group compounds from the p-block (Groups 13 to 15 of the Periodic Table) containing phosphorus and nitrogen ligand frameworks. Chapter 1 describes the synthesis and structural studies of a diverse range of Group 13 (A1-In), Group 14 (Sn in particular), and Group 15 (As-Bi) nitrogen and phosphorus bonded complexes reported previously in the literature; the major focus being on imido (RN^2-) and phosphinidine (RP^2-) complexes. Chapter 2 gives experimental and general experimental details concerning the starting materials used and the twenty-five novel species produced in this thesis (which have been fully characterised using a range of analytical, spectroscopic and structural techniques). The experimental results are discussed in chapters 3-6. Chapter 3 concerns the syntheses of new Group 15-nitrogen bonded species, focusing on the use of dimmers of the type [(Me₂N)E(μ-NR)]₂ (E= As, Sb, Bi) as precursors on other Group 15 molecular arrangements. In Chapter 4, attempts are made to use [(RP)_nAs]^- anions as ligands to main group and transition metals. There studies were largely unsuccessful owing to an undesired As-As coupling reaction. However, insights into the composition of the reaction mixtures formed between E(NMe₂)₃ and RPH^- ions have been obtained from structural studies. In Chapter 5, several novel Sn(II)-phosphinidine complexes are synthesised from the reactions of Sn(NME₂)₂ with RPHM (M= alkali metal). These studies help in unravelling the mechanism of the P-P bond-forming reaction; in particular suggesting that the tendency to form P-P bonds in the products stems from the increase in nucleophilicity of the RPH^- anions as the size of the alkali metal is increased. Chapter 6 presents studies of Group 13 phosphinidine complexes. Several new heterometallic alkali metal-A1(III) and –In(III) complexes of this type are prepared and fully characterised, containing a variety of mixed-metal compositions.

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Medimagh, Karim. "Nouveau monomère AB2 de type imide phosphoré et polymère hyperbranché." Lyon 1, 2004. http://www.theses.fr/2004LYO10294.

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L'objectif de ce travail est de développer et caractériser un prépolymère hyperbranché thermodurcissable dont les propriétés rhéologiques avant polymérisation répondent au procédé de mise en œuvre par RTM. Pour cela nous avons envisagé la préparation d'un précurseur du type AB2 avec B sont des fonctions aminées et A des fonctions hemiester. Ce précurseur est préparé suivant une synthèse multi étape (8 étapes) et chaque intermédiaire ainsi que le produit final ont été identifiés par RMN 1H, 13C, 31P et par des méthodes couplées chromatographie/spectrométrie de masse. Dans une première approche la polymérisation du monomère AB2 pour former le polymère hyperbranché a été réalisée en solution. Dans une deuxième étape, des motifs réticulant thermostables comme le phénylacétylène, ont été fixés sur les fonctions terminales de la structure hyperbranchée, afin d'obtenir un polymère à propriété spécifique. Nous avons étudié le comportement thermomécanique de ce polymère dans des zones de températures bien définies afin d'établir ses propriétés thermiques

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Hanton, Martin John. "Coordination complexes of bidentate phosphino-imine ligands : synthesis, characterisation and reactivity." Thesis, University of Leicester, 2003. http://hdl.handle.net/2381/33724.

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This thesis describes the synthesis, reactivity and coordination chemistry of a range of bidentate phosphino-imine ligands. The reactivity of the resultant complexes is also probed, while testing of the complexes for catalytic activity in a range of carbon-carbon bond-forming reactions is documented. Chapter 1 introduces the concepts of 'hemi-lability' and 'trans-influence', along with heteroditopic bidentate ligands, and specifically examines imine- and phosphine-based ligands, particularly aminophosphines. The nature of the phosphorus centre in terms of its steric and electronic properties is surveyed, and the bonding of phosphines and imines with metals is discussed. A review of transition metal-catalysed olefin oligomerisation and polyketone formation then follows. Finally, the aims of this work are outlined. Chapter 2 introduces the PNP ligand {(Pri2N)2PCH2C(=NPri)CH2P(NPri2)2}, previously synthesized within the Dyer group. The reactivity and coordination chemistry of this ligand are then explored, and the reactivity of the resultant complexes probed. The complex [PdCl(Me)(PNP)] has been crystallographically characterised. Chapter 3 briefly introduces guanidines, before describing the synthesis of two new types of phosphino-imine ligand derived from bicyclic and acyclic guanidines {R2P(TBD), R = Ph, Mes, Pri 2N, Ph2N and Ph2P(DMC), respectively}. The reactivity and coordination chemistry of these ligands is then explored, with particular attention paid to the effects of varying the substituents at phosphorus in R2P(TBD). The reactivity of the resulting complexes is then documented. The molecular structures of the ligands Ph2P(TBD), (Pri2N)2P(TBD) and Ph2P(DMC), and of twenty of their complexes have been determined. Chapter 4 describes the synthesis of the new P.;N ligand Ph2P(2-IP). The reactivity and coordinationchemistry of this ligand is then appraised, as is the reactivity of the resulting complexes. The structures of four complexes of this ligand have been probed crystallographically, as has a serendipitously formed nickel complex. Chapter 5 documents the catalytic testing conducted, using the complexes prepared in the chapters 2-4.

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Jennings, Neville Antony. "The application of a new combined ab initio and molecular mechanics modelling method to phosphine complexes and zirconium imido chemistry." Thesis, University of Bristol, 1998. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.313017.

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Bejan, Dana [Verfasser]. "The strong N–H acid bis[bis(pentafluoroethyl)phosphinyl]imide, H[(C2F5)2P(O)}2N] Salts and ionic liquids / Dana Bejan." Wuppertal : Universitätsbibliothek Wuppertal, 2011. http://d-nb.info/101829824X/34.

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Books on the topic "Phosphine imide"

1

Johnson, A. William. Ylides and imines of phosphorus. New York: Wiley, 1993.

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Oxygen plasma resistant phosphine oxide containing imide/arylene ether copolymers. Hampton, Va: National Aeronautics and Space Administration, Langley Research Center, 1993.

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Book chapters on the topic "Phosphine imide"

1

Hirota, E., K. Kuchitsu, T. Steimle, J. Vogt, and N. Vogt. "220 C12H28NP P,P,P-Tris(1,1-dimethylethyl)phosphine imide." In Molecules Containing Three or Four Carbon Atoms and Molecules Containing Five or More Carbon Atoms, 406–7. Berlin, Heidelberg: Springer Berlin Heidelberg, 2014. http://dx.doi.org/10.1007/978-3-642-41504-3_351.

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Aitken, R. A. "Synthesis from (2,2-Dimethylpropylidyne)phosphine and a Thioketone -Imide." In Three Carbon-Heteroatom Bonds: Amides and Derivatives; Peptides; Lactams, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-022-00683.

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Heydt, H. "Protonation of λ-1-Phosphirene Imides." In Fully Unsaturated Small-Ring Heterocycles and Monocyclic Five-Membered Hetarenes with One Heteroatom, 1. Georg Thieme Verlag KG, 2001. http://dx.doi.org/10.1055/sos-sd-009-00095.

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Heydt, H. "λ-1-Phosphirene Imides, Oxides, and Homologues." In Fully Unsaturated Small-Ring Heterocycles and Monocyclic Five-Membered Hetarenes with One Heteroatom, 1. Georg Thieme Verlag KG, 2001. http://dx.doi.org/10.1055/sos-sd-009-00077.

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Taber, Douglass F. "Alkaloid Synthesis: (+)-Deoxoprosopinine (Krishna), Alkaloid (–)-205B (Micalizio), FR901483 (Huang), (+)-Ibophyllidine (Kwon), (–)-Lycoposerramine-S (Fukuyama), (±)-Crinine (Lautens)." In Organic Synthesis. Oxford University Press, 2015. http://dx.doi.org/10.1093/oso/9780190200794.003.0060.

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Palakodety Radha Krishna of the Indian Institute of Chemical Technology observed (Synlett 2012, 2814) high stereocontrol in the addition of allyltrimethylsilane to the cyclic imine derived from 1. The product piperidine 2 was carried onto (+)-deoxoprosopinine 3. Glenn C. Micalizio of Scripps Florida condensed (J. Am. Chem. Soc. 2012, 134, 15237) the amine 4 with 5. The ensuing intramolecular dipolar cycloaddition led to 6, which was carried onto the Dendrobates alkaloid (–)-205B 7. Pei-Qiang Huang of Xiamen University showed (Org. Lett. 2012, 14, 4834) that the quaternary center of 9 could be established with high diastereoselectivity by activation of the lactam 8, then sequential addition of two different Grignard reagents. Subsequent stereoselective intramolecular aldol condensation led to FR901843 10. More recently, Professor Huang, with Hong-Kui Zhang, also of Xiamen University, published (J. Org. Chem. 2013, 78, 455) a full account of this work. In an elegant application of the power of phosphine-catalyzed intermolecular allene cycloaddition, Ohyun Kwon of UCLA added (Chem. Sci. 2012, 3, 2510) 12 to the imine 11 to give 13. The cyclization elegantly set two of the four stereogenic centers of (+)-ibophyllidine 14. Tohru Fukuyama of the University of Tokyo initiated (Angew. Chem. Int. Ed. 2012, 51, 11824) a cascade cyclization between the enone 15 and the chiral auxiliary 16. The product lactam 17 was carried onto (–)-lycoposerramine-S 18. Mark Lautens explored (J. Am. Chem. Soc. 2012, 134, 15572) the utility of the intramolecular aryne ene reaction, as illustrated by the cyclization of 19 to 20. Oxidation cleavage of the vinyl group of 20 followed by an intramolecular carbonyl ene reaction led to (±)-crinine 21.

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Lambert, Tristan H. "Construction of Single Stereocenters." In Organic Synthesis. Oxford University Press, 2017. http://dx.doi.org/10.1093/oso/9780190646165.003.0031.

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Haifeng Du at the Chinese Academy of Sciences reported (J. Am. Chem. Soc. 2013, 135, 6810) the borane-catalyzed asymmetric hydrogenation of imine 1 to 2 using the diene 3 as a chiral ligand for boron. A single-enzyme cascade for the reductive transamination of acetophenone 4 with amine 5 to produce enantiopure sec-phenethylamine 6 was developed (Chem. Commun. 2013, 49, 161) by Per Berglund at the KTH Royal Institute of Technology in Sweden. A group at Boehringer Ingelheim in Ridgefield, Connecticut, led by Jonathan T. Reeves, disclosed (J. Am. Chem. Soc. 2013, 135, 5565) a procedure for the addition of DMF anion to N-sulfinyl imine 7 to furnish tert-leucine amide 8 with high diastereoselectivity. The tertiary carbinamine 10 was synthesized (Org. Lett. 2013, 15, 34) via the carbolithiation/rearrangement of vinylurea 9 as reported by Jonathan Clayden at the University of Manchester. Gregory C. Fu at Caltech reported (Angew. Chem. Int. Ed. 2013, 52, 2525) that the chiral phosphine 12 catalyzed the enantioselective addition of trifluoroacetamide to allene 11 to produce γ-amino ester 13 in enantioenriched form. Adeline Vallribera at the Autonomous University of Barcelona found (Org. Lett. 2013, 15, 1448) that a europium pybox complex effected the highly enantioselective α-amination of β-ketoester 14 to generate 15 on the way to the Parkinson’s disease co-drug L-carbidopa. Hisashi Yamamoto at the University of Chicago and Chubu University reported (J. Am. Chem. Soc. 2013, 135, 3411) that a halfnium(IV) complex of the bishydroxamic acid 17 catalyzed the enantioselective epoxidation of the tertiary homoallylic alcohol 16 to 18. The rearrangement of the allylic carbonate 19 to produce allyl ether 21 with high ee under iridium catalysis in the presence of ligand 20 was disclosed (Org. Lett. 2013, 15, 512) by Hyunsoo Han at the University of Texas, San Antonio. The asymmetric vinylogous aldol reaction of 3-methyl-2-cyclohexen-1-one 22 and α-keto ester 23 to furnish tertiary carbinol 25 using the bifunctional catalyst 24 was developed (Org. Lett. 2013, 15, 220) by Paolo Melchiorre at ICREA and ICIQ in Spain.

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Taber, Douglass F. "Heteroaromatic Construction: The Li Synthesis of Mycoleptodiscin A." In Organic Synthesis. Oxford University Press, 2017. http://dx.doi.org/10.1093/oso/9780190646165.003.0068.

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Kyungsoo Oh of Chung-Ang University cyclized (Org. Lett. 2015, 17, 450) the chloro enone 1 with NBS to the furan 2. Hongwei Zhou of Zhejiang University acylated (Adv. Synth. Catal. 2015, 357, 389) the imine 3, leading to the furan 4. H. Surya Prakash Rao of Pondicherry University found (Synlett 2014, 26, 1059) that under Blaise conditions, exposure of 5 to three equivalents of 6 led to the pyrrole 7. Yoshiaki Nishibayashi of the University of Tokyo and Yoshihiro Miyake, now at Nagoya University, prepared (Chem. Commun. 2014, 50, 8900) the pyrrole 10 by adding the silane 9 to the enone 8. Barry M. Trost of Stanford University developed (Org. Lett. 2015, 17, 1433) the phosphine-mediated cyclization of 11 to an intermediate that on brief exposure to a Pd catalyst was converted to the pyridine 12. Nagatoshi Nishiwaki of the Kochi University of Technology added (Chem. Lett. 2015, 44, 776) the dinitrolactam 14 to the enone 13 to give the pyridine 15. Metin Balci of the Middle East Technical University assembled (Org. Lett. 2015, 17, 964) the tricyclic pyridine 18 by adding propargyl amine 17 to the aldehyde 16. Chada Raji Reddy of the Indian Institute of Chemical Technology cyclized (Org. Lett. 2015, 17, 896) the azido enyne 19 to the pyridine 20 by simple exposure to I2. Björn C. G. Söderberg of West Virginia University used (J. Org. Chem. 2015, 80, 4783) a Pd catalyst to simultaneously reduce and cyclize 21 to the indole 22. Ranjan Jana of the Indian Institute of Chemical Biology effected (Org. Lett. 2015, 17, 672) sequential ortho C–H activation and cyclization, adding 23 to 24 to give the 2-substituted indole 25. In a complementary approach, Debabrata Maiti of the Indian Institute of Technology Bombay added (Chem. Eur. J. 2015, 21, 8723) 27 to 26 to give the 3-substituted indole 28. In a Type 8 construction, Nobutaka Fujii and Hiroaki Ohno of Kyoto University employed (Chem. Eur. J. 2015, 21, 1463) a gold catalyst to add 30 to 29, leading to 31.

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Taber, Douglass F. "Preparation of Heterocycles: The Boukouvalas Synthesis of (−)-Auxofuran." In Organic Synthesis. Oxford University Press, 2017. http://dx.doi.org/10.1093/oso/9780190646165.003.0065.

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Nabyl Merbouh and Robert Britton of Simon Fraser University developed (Eur. J. Org. Chem. 2013, 3219) a general route to a 2,5-disubstituted furan 3 by taking advantage of the ready α-chlorination of an aldehyde 1, followed by coupling with a ketone enolate 2. Jérôme Waser of the Ecole Polytechnique Fédérale de Lausanne used (Angew. Chem. Int. Ed. 2013, 52, 6743) 5 to oxidize the allene 4 to the furan 6. Qian Zhang and Xihe Bi of Northeast Normal University used (Angew. Chem. Int. Ed. 2013, 52, 6953) Ag catalysis to prepare the pyrrole 9 by coupling the alkyne 7 with the isonitrile 8. Aiwen Lei of Wuhan University reported (Angew. Chem. Int. Ed. 2013, 52, 6958) similar results. Professor Lei also developed (Chem. Commun. 2013, 49, 5853) the Pd-catalyzed oxidation of the allyl imine 10 to the pyrrole 11. Kamal K. Kapoor of the University of Jammu reduced (Tetrahedron Lett. 2013, 54, 5699) the Michael adduct 12 to the pyrrole 13 with triethyl phosphite. Edgar Haak of the Otto-von-Guericke-Universität, Magdeburg condensed (Eur. J. Org. Chem. 2013, 7354) the alkynyl carbinol 14 with aniline to give the N-phenyl pyrrole 15. Jean Rodriguez and Thierry Constantieux of Aix-Marseille Université prepared (Eur. J. Org. Chem. 2013, 4131) the pyridine 18 by combining the ketone 16 and the unsaturated aldehyde 17 with NH4OAc. Teck-Peng Loh of the University of Sciences and Technology of China and Nanyang Technological University found (Angew. Chem. Int. Ed. 2013, 52, 8584) that TMEDA was an effective organocatalyst for the assembly of the pyridine 21 from 19 and 20. Andrew D. Smith of the University of St Andrews showed (Angew. Chem. Int. Ed. 2013, 52, 11642) that the pyridyl tosylate 24, available by the combination of 22 and 23, readily coupled with both carbon and amine nucleophiles. In a related development, D. Tyler McQuade of Florida State University prepared (Org. Lett. 2013, 15, 5298) the 2-bromopyridine 26 from the alkylidene malononitrile 25. Two versatile approaches to substituted indoles were recently described. David F. Wiemer of the University of Iowa cyclized (J. Org. Chem. 2013, 78, 9291) the Stobbe product 27 to the 3-bromo indole 28.

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Benkoski, Léa, and Tristan H. Lambert. "Construction of Multiple Stereocenters." In Organic Synthesis. Oxford University Press, 2017. http://dx.doi.org/10.1093/oso/9780190646165.003.0039.

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Erick M. Carreira at ETH Zürich reported (Science 2013, 340, 1065) the enantioselective α-allylation of aldehyde 1 with alcohol 2 to produce 3 using a dual catalytic system involving a chiral iridium complex and amine 5. This stereodivergent method allows access to all of the possible stereoisomers of 3. In a conceptually related process, John F. Hartwig at the University of California, Berkeley reported (J. Am. Chem. Soc. 2013, 135, 2068) the highly stereoselective allylic alkylation of azlactone 6 with allylic carbonate 7 catalyzed by a combination of Ir(cod)Cl₂, ligand 9, and racemic silver phosphate 10. An enantioselective three-component Mannich-type reaction of tert-butyl diazoacetate, aniline, and imine 11 to produce α,β-bis(arylamino) acid derivative 13 under dual catalysis with Rh₂(OAc)₄ and acid 12 was developed (Synthesis 2013, 45, 452) by Wenhao Hu at the Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development. Keiji Maruoka at Kyoto University reported (Chem. Commun. 2013, 49, 1118) a one-pot cross double-Mannich reaction of acetylaldehyde 14, and imines 16 and 17 using axially chiral amino sulfonamide 15 to obtain densely functionalized 1,3-diamine 18 as a single stereoisomer. Jeffrey S. Johnson at the University of North Carolina at Chapel Hill reported (Org. Lett. 2013, 15, 2446) the asymmetric synthesis of enantioenriched anti-α-hydroxy-β-amino acid derivative 21 from 19 by treatment with oxone followed by catalytic hydrogenation using Ru(II) complex 20. Naoya Kumagai and Masakatsu Shibasaki at the Institute of Microbial Chemistry found (Org. Lett. 2013, 15, 2632) that a silver complex of bisphosphine 24 effected a syn-selective and highly enantioselective Mannich-type reaction of aldimine 22 and α-sulfanyl lactone 23 to furnish the stereodiad 25 with very high ee. The enantioselective homocrotylation of octanal 26 with cyclopropylcarbinylboronate 27 to produce alcohol 28 with high ee was disclosed (J. Am. Chem. Soc. 2013, 135, 82) by Isaac J. Krauss at Brandeis University with computational studies provided by Kendall N. Houk at UCLA. Benjamin List at the Max-Planck-Institut für Kohlenforschung reported (J. Am. Chem. Soc. 2013, 135, 6677) the enantioselective epoxidation of cyclohexenone 29 utilizing cinchona alkaloid- derived catalyst 30.

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