Indolizines and Their Hetero/Benzo Derivatives in Reactions of [8+2] Cycloaddition

Peculiarities of [8+2] cycloaddition of acetylenes to indolizines are reviewed. Especially mentioned are indolizines with leaving groups at positions 3 and 5. Cycloaddition to aza- and benzo derivatives are reviewed, as well as 1,10-cyclizations and processes leading to cyclazines where indolizines...

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Main Authors: Eugene V. Babaev, Ivan A. Shadrin
Format: Article
Language:English
Published: MDPI AG 2021-04-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/26/7/2050
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author Eugene V. Babaev
Ivan A. Shadrin
author_facet Eugene V. Babaev
Ivan A. Shadrin
author_sort Eugene V. Babaev
collection DOAJ
description Peculiarities of [8+2] cycloaddition of acetylenes to indolizines are reviewed. Especially mentioned are indolizines with leaving groups at positions 3 and 5. Cycloaddition to aza- and benzo derivatives are reviewed, as well as 1,10-cyclizations and processes leading to cyclazines where indolizines are intermediates. Mechanistic features (adducts and cycloadducts) and theoretical aspects (one- or two-steps mechanism) are reviewed.
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spelling doaj.art-f9b2ebdc73e941af8adc943c41ccd7b72023-11-21T14:06:26ZengMDPI AGMolecules1420-30492021-04-01267205010.3390/molecules26072050Indolizines and Their Hetero/Benzo Derivatives in Reactions of [8+2] CycloadditionEugene V. Babaev0Ivan A. Shadrin1Chemistry Department, Moscow State University, Leninskie Gory, 1 Str. 3, 119899 Moscow, RussiaChemistry Department, Moscow State University, Leninskie Gory, 1 Str. 3, 119899 Moscow, RussiaPeculiarities of [8+2] cycloaddition of acetylenes to indolizines are reviewed. Especially mentioned are indolizines with leaving groups at positions 3 and 5. Cycloaddition to aza- and benzo derivatives are reviewed, as well as 1,10-cyclizations and processes leading to cyclazines where indolizines are intermediates. Mechanistic features (adducts and cycloadducts) and theoretical aspects (one- or two-steps mechanism) are reviewed.https://www.mdpi.com/1420-3049/26/7/2050indolizineazaindolizinesbenzoindolizinescyclazine[8+2] cycloadditionmechanism
spellingShingle Eugene V. Babaev
Ivan A. Shadrin
Indolizines and Their Hetero/Benzo Derivatives in Reactions of [8+2] Cycloaddition
Molecules
indolizine
azaindolizines
benzoindolizines
cyclazine
[8+2] cycloaddition
mechanism
title Indolizines and Their Hetero/Benzo Derivatives in Reactions of [8+2] Cycloaddition
title_full Indolizines and Their Hetero/Benzo Derivatives in Reactions of [8+2] Cycloaddition
title_fullStr Indolizines and Their Hetero/Benzo Derivatives in Reactions of [8+2] Cycloaddition
title_full_unstemmed Indolizines and Their Hetero/Benzo Derivatives in Reactions of [8+2] Cycloaddition
title_short Indolizines and Their Hetero/Benzo Derivatives in Reactions of [8+2] Cycloaddition
title_sort indolizines and their hetero benzo derivatives in reactions of 8 2 cycloaddition
topic indolizine
azaindolizines
benzoindolizines
cyclazine
[8+2] cycloaddition
mechanism
url https://www.mdpi.com/1420-3049/26/7/2050
work_keys_str_mv AT eugenevbabaev indolizinesandtheirheterobenzoderivativesinreactionsof82cycloaddition
AT ivanashadrin indolizinesandtheirheterobenzoderivativesinreactionsof82cycloaddition