Academic literature on the topic 'Acyl azides'

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Journal articles on the topic "Acyl azides"

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Balci, Metin. "Acyl Azides: Versatile Compounds in the Synthesis of Various Heterocycles­." Synthesis 50, no. 07 (February 1, 2018): 1373–401. http://dx.doi.org/10.1055/s-0036-1589527.

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Carbon–nitrogen bond formation is one of the most important reactions in organic chemistry. Various synthetic strategies for the generation of C–N bonds are described in the literature. For example, primary amines can be easily synthesized by the thermal decomposition of an acyl azide to an isocyanate, i.e. the Curtis rearrangement, followed by hydrolysis; the Curtius rearrangement has been used extensively. Furthermore, the advantage of the Curtius rearrangement is the isolation of acyl azides as well as the corresponding isocyanates. The isocyanates can be converted into various nitrogen-containing compounds upon reaction with various nucleophiles that can be used as important synthons for cyclization, in other words, for the synthesis of heterocycles. Therefore, this review demonstrates the importance of acyl azides not only in the synthesis acyclic systems, but also in the synthesis of various nitrogen-containing heterocycles.1 Introduction2 Synthesis of Acyl Azides2.1 Acyl Azides from Carboxylic Acid Derivatives2.2 Acyl Azides by Direct Transformation of Carboxylic Acids2.3 Acyl Azides from Aldehydes2.4 Carbamoyl Azides from Haloarenes, Sodium Azide, and N-Formylsaccharin3 Mechanism of Formation of Isocyanates4 Synthesis of Diacyl Azides5 Synthetic Applications5.1 Synthesis of Pyrimidinone Derivatives5.2 Dihydropyrimidinone and Isoquinolinone Derivatives5.3 Synthesis of Tetrahydroisoquinoline Skeleton5.4 Synthesis of Five-Membered Heterocycles5.5 Heterocycles Synthesized Starting from Homophthalic acid5.6 Heterocycles Synthesized from 2-(Ethoxycarbonyl)nicotinic Acid5.7 Formation of Aza-spiro Compounds5.8 Parham-Type Cyclization5.9 Diazepinone Derivatives5.10 Synthesis of Pyridine Derivatives5.11 Synthesis of Indole Derivatives6 Miscellaneous7 Conclusion
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Mata, Alejandro, Ulrich Weigl, Oliver Flögel, Pius Baur, Christopher A. Hone, and C. Oliver Kappe. "Acyl azide generation and amide bond formation in continuous-flow for the synthesis of peptides." Reaction Chemistry & Engineering 5, no. 4 (2020): 645–50. http://dx.doi.org/10.1039/d0re00034e.

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Acyl azides were safely generated by using nitrous acid in water and reacted in situ within a flow system. The acyl azide was efficiently extracted into the organic phase containing an amine nucleophile for a highly enantioselective peptide coupling.
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Katritzky, Alan R., Khalid Widyan, and Kostyantyn Kirichenko. "Preparation of Polyfunctional Acyl Azides." Journal of Organic Chemistry 72, no. 15 (July 2007): 5802–4. http://dx.doi.org/10.1021/jo070162e.

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Monticelli, Serena, and Vittorio Pace. "Diethylaluminium Azide: A Versatile Reagent in Organic Synthesis." Australian Journal of Chemistry 68, no. 5 (2015): 703. http://dx.doi.org/10.1071/ch14712.

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The unique properties of diethylaluminium azide – arising from the Lewis acid aluminium and the nucleophilicity of the azide – make it a versatile reagent in organic synthesis. Ring-opening of epoxides, Michael-type additions, synthesis of acyl azides, and functionalizations of fullerene C60 will be discussed. Among the recently described uses of the reagent, particular attention will be devoted to the powerful Sedelmeier’s method to access 1H-tetrazol starting from nitriles.
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Li, Zongyang, Shiyang Xu, Baoliang Huang, Chenhui Yuan, Wenxu Chang, Bin Fu, Lei Jiao, Peng Wang, and Zhenhua Zhang. "Pd-Catalyzed Carbonylation of Acyl Azides." Journal of Organic Chemistry 84, no. 15 (July 3, 2019): 9497–508. http://dx.doi.org/10.1021/acs.joc.9b01048.

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Rawal, Viresh H., and Hua M. Zhong. "One-step conversion of esters to acyl azides using diethylaluminum azide." Tetrahedron Letters 35, no. 28 (July 1994): 4947–50. http://dx.doi.org/10.1016/s0040-4039(00)73289-8.

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L'abbé, Gerrit, Mitsuo Komatsu, Catherina Martens, Suzanne Toppet, Jean-Paul Declercq, Gabriel Germain, and Maurice Van Meerssche. "Heterocycles from Acyl Isothiocyanates and Alkyl Azides." Bulletin des Sociétés Chimiques Belges 88, no. 4 (September 1, 2010): 245–51. http://dx.doi.org/10.1002/bscb.19790880408.

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Borra, Satheesh, Lodsna Borkotoky, Uma Devi Newar, Anshu Kalwar, Babulal Das, and Ram Awatar Maurya. "Visible light triggered photo-decomposition of vinyl azides to (E)-stilbene derivatives via 1,2-acyl migration." Organic & Biomolecular Chemistry 17, no. 24 (2019): 5971–81. http://dx.doi.org/10.1039/c9ob01035a.

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RAWAL, V. H., and H. M. ZHONG. "ChemInform Abstract: One-Step Conversion of Esters to Acyl Azides Using Diethylaluminum Azide." ChemInform 25, no. 46 (August 18, 2010): no. http://dx.doi.org/10.1002/chin.199446107.

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Abu-Eittah, Rafie H., Adel A. Mohamed, A. M. Farag, and Ahmed M. Al Omar. "The electronic absorption spectra of some acyl azides." Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 70, no. 1 (June 2008): 177–86. http://dx.doi.org/10.1016/j.saa.2007.05.066.

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Dissertations / Theses on the topic "Acyl azides"

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Sagandira, Cloudius Ray. "Exploring acyl azides chemistry in continuous flow systems." Thesis, Nelson Mandela Metropolitan University, 2017. http://hdl.handle.net/10948/12065.

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Organic azides are important in the synthesis of many target molecules of great use in fine chemical and pharmaceutical production. The use of this class of compounds is however limited due to their hazardous nature and many safety concerns, as they are highly exothermic. Micro reactors can handle exotherms extremely well, due to the inherent high surface area to volume ratio, unlike the conventional batch process. This dissertation therefore aims to investigate the safe application of micro reactors in acyl azide chemistry.With this in mind, Chapter 1 provides a comprehensive background on organic azides, reaction calorimetric studies, flow chemistry technology (micro reactors) and their theoretical advantages. This chapter also discusses the preparation of organic azides in continuous flow systems and scaling up in continuous flow systems. Chapter 2 illustrates and discusses multivariate optimisation of benzoyl azide synthesis as a model reaction, synthesis of other acyl azides using the model reaction optimised conditions and multistep synthesis of carbamates, amides and amines in continuous flow systems via the Curtius rearrangement of benzoyl azide formed in situ from benzoyl chloride and sodium azide. The chapter also discusses process hazards analysis and evaluation of benzoyl azide synthesis and decomposition using calorimetric studies. It also investigates and discusses the effects of different mixing regimes and channel sizes on scale up. Chapter 3 has comprehensive experimental details for the whole dissertation with Chapter 4 providing the concluding remarks and future work recommendations.
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Dengiz, Cagatay. "Acyl Azides: Application To The Synthesis Of Various Heterocycles." Master's thesis, METU, 2011. http://etd.lib.metu.edu.tr/upload/12613892/index.pdf.

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Pyrazoles, isoindolinones, benzodizepinones and dihydroquinolinones are very important heterocycles for their biological properties. Many pharmaceutical agents include these units as core structures. Reactive molecules such as acyl azides, free radicals and formyl groups are used as key step reactants in these studies. Regiospesific hydrolysis and esterifications are used to reach target starting materials. Two different methodology are used for critical ring closure steps. Benzodiazepinones, and isoindolinones are obtained by base mediated ring closure reactions whereas thionyl chloride mediated procedure is used for dihydroquinolinones. Moreover, chloroacetonylation of the double bonds is also examined. Addition of acetylacetone to various alkenes was performed with in the presence of Mn(OAc)3 and HCl. Removal of one of the acetyl groups with ammonia under very mild conditions provided compounds derived from chloroacetonylation of the double bonds.
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Copeland, Christopher N. II. "Modified Conditions for Acyl Azide and Carbamate Synthesis." Youngstown State University / OhioLINK, 2016. http://rave.ohiolink.edu/etdc/view?acc_num=ysu1473765784542178.

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Petite, Hervé. "Etude d'une nouvelle méthode de réticulation (dite aux acyl-azides) de biomatériaux à base de collagène." Lyon 1, 1991. http://www.theses.fr/1991LYO10023.

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Le but de notre travail a ete de mettre au point une methode de reticulation dite aux acyl azides stabilisant le collagene de facon equivalente a un traitement par le glutaraldehyde mais limitant les problemes de cytotoxicite et de calcification engendres par le glutaraldehyde. Cette reticulation s'effectue par transformation des groupements carboxyliques du collagene en acyl azide qui reagissent alors sur les fonctions aminees des chaines laterales voisines induisant une liaison de type covalente. Le pericarde de veau traite par cette methode s'est avere avoir une stabilite thermique, des proprietes mecaniques, une resistance a la degradation chimique similaire a un tissu traite par le glutaraldehyde. En culture organotypique, il s'est revele non cytotoxique contrairement a un meme materiau traite par le gta 0. 6%. In vivo, le pericarde de veau traite par les acylazides s'est avere capable de retarder le mineralisation des implants durant 4 mois. Au-dela les teneurs en calcium des implants traites aux acylazides ou glutaraldehyde etaient voisines
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Kyei-Baffour, Kwaku. ""One-pot" Synthesis of Carbamates via Curtius Rearrangement." Youngstown State University / OhioLINK, 2014. http://rave.ohiolink.edu/etdc/view?acc_num=ysu1409143879.

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Zhong, Hua Marlon. "I. Formation of Medium-Sized Rings Via (Beta)-Scission of Alkoxy Radicals. II. One-Step Conversion of Esters to Acyl Azides using Et2AIN3. III. Studies on Asymmetric Synthesis of the Right Part of Mycalamides and Related Compounds /." The Ohio State University, 1995. http://rave.ohiolink.edu/etdc/view?acc_num=osu148792923074158.

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Ma, Zhiwei. "Progress Towards the Total Synthesis of Yaku'amide A." BYU ScholarsArchive, 2015. https://scholarsarchive.byu.edu/etd/6002.

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The synthetic progress towards yaku'amide A is described. The study leads to development of new synthetic methodologies. Base-free regioselective aminohydroxylation is convenient to deliver β-tert-hydroxyamino acids. A sequence consisting of alkylative esterification, Martin sulfurane mediated anti dehydration, a tandem azide reduction-O→N acyl transfer allows the rapid access of E- and Z-dehydroisoleucine-containing peptides from β-tert-hydroxyisoleucine derivatives. Those methods are effective in constructing complicated peptides and advanced subunits of yaku'amide A.
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Book chapters on the topic "Acyl azides"

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Gillaizeau, Isabelle, and Nicolas Gigant. "Alkyl and Acyl Azide Rearrangements." In Molecular Rearrangements in Organic Synthesis, 85–110. Hoboken, NJ, USA: John Wiley & Sons, Inc, 2015. http://dx.doi.org/10.1002/9781118939901.ch4.

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Blakemore, P. R. "Acyl Azides." In Three Carbon-Heteroatom Bonds: Esters and Lactones; Peroxy Acids and R(CO)OX Compounds; R(CO)X, X=S, Se, Te, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-021-00843.

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Ziegler, T. "Synthesis from Acyl Azides." In Three Carbon-Heteroatom Bonds: Esters and Lactones; Peroxy Acids and R(CO)OX Compounds; R(CO)X, X=S, Se, Te, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-021-00045.

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Li, W.-R. "Reduction of Acyl Azides." In Three Carbon-Heteroatom Bonds: Esters and Lactones; Peroxy Acids and R(CO)OX Compounds; R(CO)X, X=S, Se, Te, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-021-00139.

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Moberg, C., and H. Adolfsson. "Synthesis of Acyl Azides Using Silyl Azides." In Compounds of Groups 15 (As, Sb, Bi) and Silicon Compounds, 1. Georg Thieme Verlag KG, 2002. http://dx.doi.org/10.1055/sos-sd-004-00470.

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Blakemore, P. R. "Staudinger Reaction of Acyl Azides." In Three Carbon-Heteroatom Bonds: Esters and Lactones; Peroxy Acids and R(CO)OX Compounds; R(CO)X, X=S, Se, Te, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-021-00857.

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Moratti, S. C., and Y. C. Charalambides. "Through the Decomposition of Acyl Azides." In Four Carbon-Heteroatom Bonds, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-018-00812.

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Jahn, U. "Deacylation of -Acyl--nitroanilines." In Nitro, Nitroso, Azo, Azoxy, and Diazonium Compounds, Azides, Triazenes, and Tetrazenes, 1. Georg Thieme Verlag KG, 2010. http://dx.doi.org/10.1055/sos-sd-041-00411.

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Jung, N., and S. Bräse. "Preparation of Acyl(alkyl)triazenes." In Nitro, Nitroso, Azo, Azoxy, and Diazonium Compounds, Azides, Triazenes, and Tetrazenes, 1. Georg Thieme Verlag KG, 2010. http://dx.doi.org/10.1055/sos-sd-041-00588.

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Li, W.-R. "Synthesis from Acyl Nitroso Compounds, Acyl Azides, -Hydroxy Amides, -Nitroso Amides, -Nitro Amides, Acyl Hydrazines, Acyl Nitrenes, and Related ­Compounds." In Three Carbon-Heteroatom Bonds: Esters and Lactones; Peroxy Acids and R(CO)OX Compounds; R(CO)X, X=S, Se, Te, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-021-00137.

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Conference papers on the topic "Acyl azides"

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Budruev, Andrei, and Evgenja Schelokova. "Nucleophilic Substitution Reaction of the Acyl Azides with Secondary Amines Mediated by Copper(II) Salt." In The 16th International Electronic Conference on Synthetic Organic Chemistry. Basel, Switzerland: MDPI, 2012. http://dx.doi.org/10.3390/ecsoc-16-01047.

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