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Journal articles on the topic 'Photochemical intramolecular cyclization'

Author: Grafiati

Published: 5 June 2025

Last updated: 1 August 2025

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1

Samiran, Kar, and Lahiri Saswati. "Photochemical intramolecular cyclization routes to heterocycles." Journal of Indian Chemical Society Vol. 76, Nov-Dec 1999 (1999): 607–10. https://doi.org/10.5281/zenodo.5862417.

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Department of Organic Chemistry, Indian Association for the Cultivation of Science, Calcutta-700 032, India <em>Manuscript received 27 August 1999</em> 1-Aryl-3-(2-azidoaryl)prop-2-en-1-ones have been prepared from <em>o</em>-nitro aromatic aldehydes. The 2-aroylindole derivatives are easily prepared from these derivatives in a tandem reaction sequence in moderate yields. Photolytic process is found to be much more facile than the thermal process in this transformation. Naphthofuran derivatives have been prepared by metalcatalyzed intramolecular photocyclizations of 1-aryl-3-(2-methoxy-1-napht

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2

Kiyooka, Syunichi, Yuichi Kaneko, Hideaki Matsue, Maki Hamada, and Ryoji Fujiyama. "Photochemical intramolecular cyclization reactions of acylgermanes." Journal of Organic Chemistry 55, no. 21 (1990): 5562–64. http://dx.doi.org/10.1021/jo00308a010.

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3

Tavakoli, Amirrasoul, and Jung-Hyun Min. "Photochemical modifications for DNA/RNA oligonucleotides." RSC Advances 12, no. 11 (2022): 6484–507. http://dx.doi.org/10.1039/d1ra05951c.

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Photoconvertible groups (PG) can be incorporated into an oligonucleotide to undergo various irreversible and reversible light-induced reactions such as cleavage, crosslinking, isomerization, and intramolecular cyclization reactions.

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4

Fang, Y., and G. K. Tranmer. "Continuous flow photochemistry as an enabling synthetic technology: synthesis of substituted-6(5H)-phenanthridinones for use as poly(ADP-ribose) polymerase inhibitors." MedChemComm 7, no. 4 (2016): 720–24. http://dx.doi.org/10.1039/c5md00552c.

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Methods utilizing continuous flow photochemistry have been developed for the synthesis of phenanthridinones via an intramolecular photochemical cyclization reaction in yields up to 99%, as a means to generate poly(ADP-ribose) polymerase inhibitors.

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5

Arimura, Junya, Tsutomu Mizuta, Yoshikazu Hiraga, and Manabu Abe. "Formation of macrocyclic lactones in the Paternò–Büchi dimerization reaction." Beilstein Journal of Organic Chemistry 7 (February 28, 2011): 265–69. http://dx.doi.org/10.3762/bjoc.7.35.

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Furan-2-ylmethyl 2-oxoacetates 1a,b, in which the furan ring and the carbonyl moiety were embedded intramolecularly, were synthesized from commercially available furan-2-ylmethanol and their photochemical reaction (hν > 290 nm) was investigated. Twelve-membered macrocyclic lactones 2a,b with C i symmetry including two oxetane-rings, which are the Paternò–Büchi dimerization products, were isolated in ca. 20% yield. The intramolecular cyclization products, such as 3-alkoxyoxetane and 2,7-dioxabicyclo[2.2.1]hept-5-ene derivatives, were not detected in the photolysate.

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6

Kar, Samiran, and Saswati Lahiri. "ChemInform Abstract: Photochemical Intramolecular Cyclization Routes to Heterocycles." ChemInform 31, no. 40 (2000): no. http://dx.doi.org/10.1002/chin.200040115.

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7

Fisyuk, Alexander S., Evgeny B. Ulyankin, Yulia P. Bogza, et al. "Photochemical Synthesis of 4H-Thieno[3,2-c]chromene and Their Optical Properties." Synlett 32, no. 08 (2021): 790–94. http://dx.doi.org/10.1055/a-1392-2209.

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Abstract4-{[(2-Iodoaryl)oxy]methyl}thiophene-2-carbaldehydes and 5-iodo-4-(aryloxymethyl)thiophene-2-carbaldehydes were obtained by the reaction of phenols with 4-(chloromethyl)thiophene-2-carbaldehyde or its 5-iodo analogue, respectively. These products underwent ring closure upon irradiation with UV light (254 nm) to form the corresponding 4H-thieno[3,2-c]chromene-2-carbaldehydes in high yield. The formation of intermediate radical species was detected by EPR spectroscopy. Comparative analysis of ring-closure methods showed that photochemical cyclization of 5-iodo-4-(aryloxymethyl)thiophene-

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8

da Silva, Gustavo Piva, Akbar Ali, Rodrigo César da Silva, Hao Jiang, and Márcio W. Paixão. "Tris(trimethylsilyl)silane and visible-light irradiation: a new metal- and additive-free photochemical process for the synthesis of indoles and oxindoles." Chemical Communications 51, no. 82 (2015): 15110–13. http://dx.doi.org/10.1039/c5cc06329a.

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9

Terada, Masahiro, Zen Iwasaki, Ryohei Yazaki, Shigenobu Umemiya та Jun Kikuchi. "Development of a flow photochemical process for a π-Lewis acidic metal-catalyzed cyclization/radical addition sequence: in situ-generated 2-benzopyrylium as photoredox catalyst and reactive intermediate". Beilstein Journal of Organic Chemistry 20 (13 серпня 2024): 1973–80. http://dx.doi.org/10.3762/bjoc.20.173.

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A flow photochemical reaction system for a π-Lewis acidic metal-catalyzed cyclization/radical addition sequence was developed, which utilizes in situ-generated 2-benzopyrylium intermediates as the photoredox catalyst and electrophilic substrates. The key 2-benzopyrylium intermediates were generated in the flow reaction system through the intramolecular cyclization of ortho-carbonyl alkynylbenzene derivatives by the π-Lewis acidic metal catalyst AgNTf2 and the subsequent proto-demetalation with trifluoroacetic acid. The 2-benzopyrylium intermediates underwent further photoreactions with benzylt

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10

KIYOOKA, S., Y. KANEKO, H. MATSUE, M. HAMADA, and R. FUJIYAMA. "ChemInform Abstract: Photochemical Intramolecular Cyclization Reactions of Acylgermanes (I), (III), (V)." ChemInform 22, no. 6 (2010): no. http://dx.doi.org/10.1002/chin.199106223.

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11

Matsuo, Kazuki, Tadashi Yoshitake, Eiji Yamaguchi та Akichika Itoh. "Photoinduced Atom Transfer Radical Addition/Cyclization Reaction between Alkynes or Alkenes with Unsaturated α-Halogenated Carbonyls". Molecules 26, № 22 (2021): 6781. http://dx.doi.org/10.3390/molecules26226781.

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We have developed a photochemical ATRA/ATRC reaction that is mediated by halogen bonding interactions. This reaction is caused by the reaction of malonic acid ester derivatives containing bromine or iodine with unsaturated compounds such as alkenes and alkynes in the presence of diisopropylethylamine under visible light irradiation. As a result of various control experiments, it was found that the formation of complexes between amines and halogens by halogen-bonding interaction occurs in the reaction system, followed by the cleavage of the carbon–halogen bonds by visible light, resulting in th

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12

Komogortsev, Andrey N., Boris V. Lichitsky, and Valeriya G. Melekhina. "4a,7a-Dihydroxy-1-(2-hydroxyethyl)-5-methyl-2′,3′,4a,5′,6′,7a-hexahydrospiro[cyclopenta[b]pyridine-4,4′-pyran]-2,7(1H,3H)-dione." Molbank 2022, no. 4 (2022): M1481. http://dx.doi.org/10.3390/m1481.

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An environment-friendly photochemical approach to the synthesis of 4a,7a-dihydroxy-1-(2-hydroxyethyl)-5-methyl-2′,3′,4a,5′,6′,7a-hexahydrospiro[cyclopenta[b]pyridine-4,4′-pyran]-2,7(1H,3H)-dione from 2-(4-(3-hydroxy-6-methyl-4-oxo-4H-pyran-2-yl)tetrahydro-2H-pyran-4-yl)-N-(2-hydroxyethyl)acetamide was elaborated. The suggested method is based on the ESIPT-promoted contraction of 3-hydroxypyran-4-one fragment followed by intramolecular cyclization of generated in situ α-hydroxy-1,2-diketone intermediate. The distinctive feature of the presented protocol is the employment of water as a solvent f

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13

Mitamura, Takenori, Kimiyo Iwata, Akihiro Nomoto, and Akiya Ogawa. "Photochemical intramolecular cyclization of o-alkynylaryl isocyanides with organic dichalcogenides leading to 2,4-bischalcogenated quinolines." Organic & Biomolecular Chemistry 9, no. 10 (2011): 3768. http://dx.doi.org/10.1039/c0ob01168a.

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14

Kramer, Wolfgang H., Donya Razinoubakht, Gurjit Kaur, et al. "Awakening a Molecular Mummy: The Inter-and Intramolecular Photochemistry of Pyromellitic Diimides with Alkyl Carboxylates." Photochem 2, no. 3 (2022): 717–32. http://dx.doi.org/10.3390/photochem2030046.

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Pyromellitic acid diimides are not as chemically unreactive as conjecturable (and presupposed) from their numerous applications as electron acceptor units or electron carriers in molecular donor–acceptor dyads or triads. Similar to the corresponding phthalimides, electronically excited pyromellitic diimides oxidize alkyl carboxylates in aqueous solution via intermolecular electron transfer (PET) processes, which eventually results in radical–radical combination products, e.g., the benzylation product 6 from N,N′-dimethyl pyromellitic diimide 5. The analogous product 7 was formed with pivalic a

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15

Arnold, Donald R., and Kimberly A. McManus. "Photochemical nucleophile-olefin combination, aromatic substitution (photo-NOCAS) reaction: methanol, beta-myrcene, and 1,4-dicyanobenzene. Intramolecular cyclization of an ene-diene radical cation." Canadian Journal of Chemistry 76, no. 9 (1998): 1238–48. http://dx.doi.org/10.1139/v98-156.

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The photochemical nucleophile-olefin combination, aromatic substitution (photo-NOCAS) reaction of methanol, 7-methyl-3-methylene-1,6-octadiene ( β-myrcene, 1), and 1,4-dicyanobenzene yields five 1:1:1 adducts:cis-2-(4-cyanophenyl)-4-(1-methoxy-1-methylethyl)-1-methylenecyclohexane (15), trans-2-(4-cyanophenyl)-4-(1-methoxy-1-methylethyl)-1-methylenecyclohexane (16), 1-(4-cyanophenylmethyl)-4-(1-methoxy-1-methylethyl)cyclohexene (17), 4-[4-methoxy-3,3-dimethylcyclohex-(E)-1-ylidenyl]methylbenzonitrile (18), and 4-(1-vinyl-4-trans-methoxy-3,3-dimethylcyclohexyl)benzonitrile (19). All of these ad

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16

McManus, Kimberly A., and Donald R. Arnold. "The photochemical nucleophile–olefin combination, aromatic substitution (photo-NOCAS) reaction. Part 10: intramolecular reactions involving alk-4-enols and 1,4-dicyanobenzene." Canadian Journal of Chemistry 73, no. 12 (1995): 2158–69. http://dx.doi.org/10.1139/v95-268.

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Our study of the photochemical nucleophile–olefin combination, aromatic substitution (photo-NOCAS) reaction has been extended to include alk-4-enols. Irradiation of acetonitrile solutions of the alk-4-enols, 6-methyl-5-hepten-2-ol (16) and 5-methyl-5-hexen-2-ol (17), and the aromatic, 1,4-dicyanobenzene (1), leads to cyclized 1:1 (alk-4-enol:aromatic) adducts. The addition of biphenyl (5) to the irradiation mixture, serving as a codonor, increases the yields and the efficiency of formation of the adducts. The structures assigned to the products trans-2-(isopropyl 4-cyanophenyl)-5-methyltetrahy

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17

Mitamura, Takenori, Kimiyo Iwata, Akihiro Nomoto, and Akiya Ogawa. "ChemInform Abstract: Photochemical Intramolecular Cyclization of o-Alkynylaryl Isocyanides with Organic Dichalcogenides Leading to 2,4-Bischalcogenated Quinolines." ChemInform 42, no. 40 (2011): no. http://dx.doi.org/10.1002/chin.201140152.

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18

Moorthy, Jarugu Narasimha, Subhas Samanta, Apurba L. Koner, and Werner M. Nau. "Steady-state photochemistry (Pschorr cyclization) and nanosecond transient absorption spectroscopy of twisted 2-bromoaryl ketones." Pure and Applied Chemistry 83, no. 4 (2011): 841–60. http://dx.doi.org/10.1351/pac-con-10-10-26.

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The steady-state as well as transient absorption spectroscopy of a series of 2-bromo-aryl ketones have been comprehensively examined to gain insights concerning (i) the transient phenomena (absorption spectral attributes as well as lifetimes), (ii) rates of C–Br homolysis, and (iii) the behavior of 2-aroylaryl radicals thus generated. The X-ray crystal structure analyses of selected ketones in which the mesomeric effects operate differently reveal that the two aryl rings are drastically twisted about the C=O bond. The twisting manifests itself in the spectral features of the transients, attrib

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19

Arnold, Donald R., Dennis A. Connor, Kimberly A. McManus, Pradip K. Bakshi та T. Stanley Cameron. "The photochemical nucleophile–olefin combination, aromatic substitution (photo-NOCAS) reaction. Part 11: Involving (R)-(+)-α-terpineol and (R)-(+)-limonene, substituting on 1,4-dicyanobenzene". Canadian Journal of Chemistry 74, № 4 (1996): 602–12. http://dx.doi.org/10.1139/v96-064.

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Irradiation of an acetonitrile–methanol (3:1) solution of 1,4-dicyanobenzene (1), biphenyl (5), and (R)-(+)-limonene (21) leads to formation of the 1:1:1 (methanol:21:1) photo-NOCAS adducts: 4-[(1R,2S,4R)-4-isopropenyl-2-methoxy-1-methylcyclohexyl]benzonitrile (23, 30%), 4-[(1S,2R,4R)-4-isopropenyl-2-methoxy-1-methylcyclohexyl]benzonitrile (24, 2%), 4-[(1R,2R,5R)-5-isopropenyl-2-methoxy-2-methylcyclohexyl]benzonitrile (25, 3%), and 4-[(1S,2S,5R)-5-isopropenyl-2-methoxy-2-methylcyclohexyl]benzonitrile (26, 1%). When an acetonitrile solution (no added methanol) of 1,4-dicyanobenzene (1), bipheny

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20

Rudolph, Andreas, and Alan C. Weedon. "Radical clocks as probes of 1,4-biradical intermediates in the photochemical cycloaddition reactions of 2-cyclopentenone with alkenes." Canadian Journal of Chemistry 68, no. 9 (1990): 1590–97. http://dx.doi.org/10.1139/v90-245.

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The products of the photochemical reaction of 2-cyclopentenone with 1,6-heptadiene and with vinylcyclopropane have been examined. With 1,6-heptadiene the products were cyclobutanes, which arise from 2 + 2 photocycloaddition between the cyclopentenone carbon–carbon double bond and one of the two terminal double bonds of the heptadiene. The 1,4-biradical that is an intermediate in this reaction contains a derivative of a 1-hexenyl radical; no products derived from cyclization of this intermediate to a cyclopentylmethyl radical were observed. With vinylcyclopropane some of the products isolated a

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21

Arnold, Donald R., та Xinyao Du. "The photochemical nucleophile–olefin combination, aromatic substitution (photo-NOCAS) reaction. Part 5: methanol–monoterpenes (α- and β-pinene, tricyclene, and nopol), 1,4-dicyanobenzene". Canadian Journal of Chemistry 72, № 2 (1994): 403–14. http://dx.doi.org/10.1139/v94-062.

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The reactivity of the radical cations of α- and β-pinene (8 and 9), tricyclene (18), and nopol (23) has been studied. The radical ions were generated, in acetonitrile–methanol (3:1), by single electron transfer (set) to the singlet excited state of 1,4-di-cyanobenzene (1). Biphenyl (3) was used as a codonor. The cyclobutane rings of the initially formed radical cations of α- and β-pinene (8+• and 9+•) cleave to distonic radical cations that react as tertiary alkyl cations and allylic radicals. The results of ab initio molecular orbital calculations (STO-3G) are consistent with the observation

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22

Lefebvre, Corentin, Clément Michelin, Thomas Martzel, et al. "Photochemically Induced Intramolecular Radical Cyclization Reactions with Imines." Journal of Organic Chemistry 83, no. 4 (2018): 1867–75. http://dx.doi.org/10.1021/acs.joc.7b02810.

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23

Xu, Jiaxi. "Recent synthesis of thietanes." Beilstein Journal of Organic Chemistry 16 (June 22, 2020): 1357–410. http://dx.doi.org/10.3762/bjoc.16.116.

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Thietanes are important aliphatic four-membered thiaheterocycles that are found in the pharmaceutical core and structural motifs of some biological compounds. They are also useful intermediates in organic synthesis. Various synthetic methods of thietanes have been developed, including inter- and intramolecular nucleophilic thioetherifications, photochemical [2 + 2] cycloadditions, ring expansions and contractions, nucleophilic cyclizations, and some miscellaneous methods. The recently developed methods provide some new strategies for the efficient preparation of thietanes and their derivatives

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24

Dos Santos, Nikolas R., Judy I. Wu, and Igor V. Alabugin. "Photocyclization of Alkenes and Arenes: Penetrating Through Aromatic Armor with the Help of Excited State Antiaromaticity." Chemistry 7, no. 3 (2025): 79. https://doi.org/10.3390/chemistry7030079.

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This review focuses on photocyclization reactions involving alkenes and arenes. Photochemistry opens up synthetic opportunities difficult for thermal methods, using light as a versatile tool to convert stable ground-state molecules into their reactive excited counterparts. This difference can be particularly striking for aromatic molecules, which, according to Baird’s rule, transform from highly stable entities into their antiaromatic “evil twins”. We highlight classical reactions, such as the photocyclization of stilbenes, to show how alkenes and aromatic rings can undergo intramolecular cycl

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25

Laarhoven, W. H. "Photochemical cyclizations and intramolecular cycloadditions of conjugated arylolefins: Part 2: Photocyclizations without dehydrogenation and photocycloadditions." Recueil des Travaux Chimiques des Pays-Bas 102, no. 5 (2010): 241–54. http://dx.doi.org/10.1002/recl.19831020501.

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26

Shirinian, Valerii Z., Roman Balakhonov, and Igor Mekeda. "DABCO‐promoted Selective Photochemical C−N Coupling: Access to Unsymmetrical Azahelicenes." Advanced Synthesis & Catalysis, September 15, 2023. http://dx.doi.org/10.1002/adsc.202300833.

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A multifaceted study on the effect of various factors on the efficiency of photocyclization of naphthofuran O‐acyl oximes was performed. It showed that without any additives or in the presence of electron acceptors, the reaction occurs by a radical pathway and with low chemoselectivity, while DABCO promotes intramolecular cyclization to give naphthofuroquinolines (NFQs) in 34‐87% yields. The iminyl radical formed under UV irradiation in the presence of DABCO due to single electron transfer (SET) and N–O bond cleavage undergoes selective intramolecular homolytic aromatic substitution (HAS) with

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27

Zhang, Chang-Jun, Yuxin Ding, Wenkai Huang, et al. "Photoinduced Multicomponent Intramolecular Cyclization/Hydroxytrifluoro-methylation Cascade: Facile Access to Polyfunctionalized 3,4-Dihydroquinazolinones." Green Chemistry, 2024. http://dx.doi.org/10.1039/d3gc04653b.

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Multicomponent reactions (MCRs) have demonstrated enormous potential in direct, single-step synthesis of structural diversity of chemical entities. However, the exploration of the photochemical MCRs approach for the construction of N-heterocyclics,...

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28

Xie, Yang, Ruilong Zhang, Ze‐Le Chen, et al. "Photocatalytic Boryl Radicals Triggered Sequential B─N/C─N Bond Formation to Assemble Boron‐Handled Pyrazoles." Advanced Science, November 29, 2023. http://dx.doi.org/10.1002/advs.202306728.

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AbstractVinyldiazo compounds are one of the most important synthons in the construction of a cyclic ring. Most photochemical transformations of vinyldiazo compounds are mainly focusing on utilization of their C═C bond site, while reactions taking place at terminal nitrogen atom are largely unexplored. Herein, a photocatalytic cascade radical cyclization of LBRs with vinyldiazo reagents through sequential B─N/C─N bond formation is described. The reaction starts with the addition of LBRs (Lewis base–boryl radicals) at diazo site, followed by intramolecular radical cyclization to access a wide ra

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29

Wang, Xiaoyu, Kelu Yan, Jiangwei Wen, et al. "Synthesis of tetrasubstituted selenophenes by DBU induced sequential three-component coupling and intramolecular cyclization." New Journal of Chemistry, 2023. http://dx.doi.org/10.1039/d3nj03720g.

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The DBU-promoted three-component cascade annulation of 3-oxo-3-phenylpropanenitriles, (E)-chalcones and elemental selenium have been proposed for the synthesis of tetrasubstituted selenophenes. Preliminary mechanism explorations and photochemical performance studies of selenophenes have...

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30

Da Costa, Gabriel P., Manoela Sacramento, Angelita M. Barcellos, and Diego Alves. "Comprehensive Review on the Synthesis of [1,2,3]Triazolo[1,5‐a]Quinolines." Chemical Record, October 16, 2024. http://dx.doi.org/10.1002/tcr.202400107.

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AbstractThis report outlines the evolution and recent progress about the different protocols to synthesize the N‐heterocycles fused hybrids, specifically [1,2,3]triazolo[1,5‐a]quinoline. This review encompasses a broad range of approaches, describing several reactions for obtaining this since, such as dehydrogenative cyclization, oxidative N−N coupling, Dieckmann condensation, intramolecular Heck, (3+2)‐cycloaddition, Ullman‐type coupling and direct intramolecular arylation reactions. We divided this review in three section based in the starting materials to synthesize the target [1,2,3]triazo

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Fisyuk, Alexander S., Evgeny B. Ulyankin, Anastasia S. Kostyuchenko, et al. "A Simple and Efficient Synthesis of Fused Benzo[b]thiophene Derivatives." Synthesis, March 8, 2021. http://dx.doi.org/10.1055/a-1416-4924.

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AbstractA new approach to the synthesis of fused benzothiophene derivatives was developed based on iodine-promoted photocyclization of 4,5-diaryl-substituted thiophenes obtained in three steps from commercially available compounds. Comparative analysis showed that photochemical cyclization is a more efficient method for the preparation of fused benzo[b]thiophene derivatives, compared to oxidative coupling of 4,5-diaryl-substituted thiophenes in the presence of iron(III) chloride and palladium-catalyzed intramolecular arylation. This new approach provides an efficient synthesis of functionally

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32

SAKO, M., K. SHIMADA, K. HIROTA, and Y. MAKI. "ChemInform Abstract: Photochemical Intramolecular Cyclization of Purine and Pyrimidine Nucleosides Induced by an Electron Acceptor." ChemInform 18, no. 17 (1987). http://dx.doi.org/10.1002/chin.198717355.

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33

Yokoya, Masashi, Ryo Fujimoto, Tomoki Kato, et al. "Simple Strategy for Benzo[g]chromene Synthesis via a Photochemical Intramolecular Cyclization Reaction." Journal of Organic Chemistry, June 22, 2023. http://dx.doi.org/10.1021/acs.joc.3c00598.

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34

R Romanov, Alexey, Evgeniy V Kondrashov, and Sergey V Zinchenko. "Synthesis of 5-(trifluoroacetyl)imidazoles from bromoenones and benzimidamides via Aza-Michael Initiated Ring Closure Reaction." Current Organic Synthesis 20 (April 20, 2023). http://dx.doi.org/10.2174/1570179420666230420100643.

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Introduction: A simple method for the preparation of 5-(trifluoroacetyl)imidazoles was elaborated. background: The existing common methods for the construction of imidazole ring include Van Leusen synthesis, Bredereck synthesis, Wallach synthesis, Debus-Radziszewski synthesis, Groebke-Blackburn-Bienaymé condensation, and their numerous modifications. As a rule, the formation of imidazole core occurs via cyclization reaction from various building blocks. Thus, the reported substrates having one or more electrophilic centers are α-dicarbonyl compounds, (α-haloalkyl)ketones, α,β-unsaturated carbo

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35

Xing, Xingxing, Yu-Tao He, Jian-Guo Song, et al. "The Synthesis and Ring‐closing Reactions of Aminocyclohexane Derivatives Bearing Unsaturated Side‐chains at C2." European Journal of Organic Chemistry, May 15, 2024. http://dx.doi.org/10.1002/ejoc.202400455.

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Two epimeric pairs of N‐Ts‐protected cyclohexylamines that incorporate an unsaturated side‐chain at the C2 position have been prepared. Contrary to expectations, none of these underwent clean, photochemically‐induced intramolecular hydroamination reactions to give the corresponding perhydro‐indole or ‐quinolines. However, they did participate in efficient olefin cross metathesis (OCM) reactions with methyl crotonate. Three of the four acrylates so‐formed engaged in base‐promoted and completely diastereoselective, intramolecular aza‐Michael addition (cyclisation) reactions to give the isomeric

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36

Latrache, Mohammed, Corentin Lefebvre, Manabu Abe, and Norbert Hoffmann. "Photochemically Induced Hydrogen Atom Transfer and Intramolecular Radical Cyclization Reactions with Oxazolones." Journal of Organic Chemistry, November 20, 2023. http://dx.doi.org/10.1021/acs.joc.3c01951.

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37

Zubkov, Fedor I., Gaddam Krishna, Dmitry G. Grudinin, and Eugeniya V. Nikitina. "IntraMolecular Diels–Alder Reactions of Vinylarenes and Alkynyl Arenes (the IMDAV Reaction)." Synthesis, January 14, 2021. http://dx.doi.org/10.1055/s-0040-1705983.

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AbstractThis comprehensive review summarizes the published literature data concerning the intramolecular Diels–Alder reactions of vinylarenes (the IMDAV reaction) and alkynyl arenes from 1970 to 2019, and covers mainly intramolecular [4+2] cycloaddition reactions of vinyl- or acetylene-substituted furans, thiophenes, pyrroles, indoles, imidazoles, benzenes, and naphthalenes, in which the unsaturated substituent is linked directly to an arene moiety. The selected area of the Diels–Alder reaction differs from other forms of [4+2] cycloadditions due to the uniqueness of the diene fragment, which,

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"NEW ADVANCES IN THE SYNTHESIS OF CYCLOALKA[b]INDOLS." ChemChemTech 66, no. 2 (2023): 6–22. http://dx.doi.org/10.6060/ivkkt.20236602.6720.

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Abstract:

The review summarizes data on the synthesis of compounds whose backbone is a cycloalka[b]indole heterocycle. Approaches to the synthesis of homologous structures are considered, ranging from a carbocyclic fragment with three carbon atoms to eight-membered analogues. Examples of cyclizations are presented, including those with induction of chiral centers using appropriate catalytic systems, with different enantio- and diastereoselectivity. Attention is paid to carbocyclization reactions occurring in the presence of metal complexes, lithium alkylates, inter- or intramolecular cycloaddition of al

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