4.6 Article

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

Journal

RSC ADVANCES
Volume 11, Issue 32, Pages 19639-19646

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1ra03022a

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Funding

  1. Excellent Young Talents Fund Program of Higher Education Institutions of Anhui Province [gxyq2019041]
  2. National Natural Science Foundation of China [21602157]
  3. College Students' Innovation and Entrepreneurship Program of Anhui Province [S201910368095, WK2020S44]

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The study presents a facile and efficient route to tetrahydro-beta-carbolines from 2-indolylmethyl azides and propargylic alcohols via acid-catalyzed dehydrative annulation reactions. The reaction involves a cascade sequence of Friedel-Crafts-type alkylation followed by intramolecular Click reaction, forming multiple chemical bonds in a single operation with excellent atom-economy and broad functional group tolerance.
A facile and efficient route to tetrahydro-beta-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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