Synthesis of tetrahydro-β-carbolines from 2-indolylmethyl azides and propargylic alcohols

A facile and efficient route to tetrahydro-β-carbolines from 2-indolylmethyl azides and propargylic alcohols via acid-catalyzed dehydrative annulation reactions is described. This reaction proceeds through a cascade sequence of Friedel–Crafts-type alkylation followed by intramolecular “Click” reacti...

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Detalles Bibliográficos
Autores principales: Yin, Haiting, Ma, Qin, Wang, Yushan, Gu, Xiaoxia, Feng, Zhijun, Wu, Yunjun, Wang, Ming, Wang, Shaoyin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9033608/
https://www.ncbi.nlm.nih.gov/pubmed/35479240
http://dx.doi.org/10.1039/d1ra03022a
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author Yin, Haiting
Ma, Qin
Wang, Yushan
Gu, Xiaoxia
Feng, Zhijun
Wu, Yunjun
Wang, Ming
Wang, Shaoyin
author_facet Yin, Haiting
Ma, Qin
Wang, Yushan
Gu, Xiaoxia
Feng, Zhijun
Wu, Yunjun
Wang, Ming
Wang, Shaoyin
author_sort Yin, Haiting
collection PubMed
description A facile and efficient route to tetrahydro-β-carbolines from 2-indolylmethyl azides and propargylic alcohols via acid-catalyzed dehydrative annulation reactions is described. This reaction proceeds through a cascade sequence of Friedel–Crafts-type alkylation followed by intramolecular “Click” reaction, involving the formation of multiple chemical bonds in a single operation with excellent atom-economy and broad functional group tolerance.
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spelling pubmed-90336082022-04-26 Synthesis of tetrahydro-β-carbolines from 2-indolylmethyl azides and propargylic alcohols Yin, Haiting Ma, Qin Wang, Yushan Gu, Xiaoxia Feng, Zhijun Wu, Yunjun Wang, Ming Wang, Shaoyin RSC Adv Chemistry A facile and efficient route to tetrahydro-β-carbolines from 2-indolylmethyl azides and propargylic alcohols via acid-catalyzed dehydrative annulation reactions is described. This reaction proceeds through a cascade sequence of Friedel–Crafts-type alkylation followed by intramolecular “Click” reaction, involving the formation of multiple chemical bonds in a single operation with excellent atom-economy and broad functional group tolerance. The Royal Society of Chemistry 2021-06-01 /pmc/articles/PMC9033608/ /pubmed/35479240 http://dx.doi.org/10.1039/d1ra03022a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Yin, Haiting
Ma, Qin
Wang, Yushan
Gu, Xiaoxia
Feng, Zhijun
Wu, Yunjun
Wang, Ming
Wang, Shaoyin
Synthesis of tetrahydro-β-carbolines from 2-indolylmethyl azides and propargylic alcohols
title Synthesis of tetrahydro-β-carbolines from 2-indolylmethyl azides and propargylic alcohols
title_full Synthesis of tetrahydro-β-carbolines from 2-indolylmethyl azides and propargylic alcohols
title_fullStr Synthesis of tetrahydro-β-carbolines from 2-indolylmethyl azides and propargylic alcohols
title_full_unstemmed Synthesis of tetrahydro-β-carbolines from 2-indolylmethyl azides and propargylic alcohols
title_short Synthesis of tetrahydro-β-carbolines from 2-indolylmethyl azides and propargylic alcohols
title_sort synthesis of tetrahydro-β-carbolines from 2-indolylmethyl azides and propargylic alcohols
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9033608/
https://www.ncbi.nlm.nih.gov/pubmed/35479240
http://dx.doi.org/10.1039/d1ra03022a
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