General and Efficient Synthesis of Indoles through Triazene-Directed C-H Annulation

Unprotected indoles are prepared with the title method, which has a wide scope for alkynes. Excellent regioselectivity was accomplished for aryl–alkyl and alkyl–alkyl disubstituted acetylenes. This reaction features an unusual 1,2 rhodium migration and ring‐contraction‐triggered NN bond cleavage. I...

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Veröffentlicht in:Angewandte Chemie International Edition 2013-05, Vol.52 (22), p.5795-5798
Hauptverfasser: Wang, Chengming, Sun, Huan, Fang, Yan, Huang, Yong
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Fang, Yan
Huang, Yong
description Unprotected indoles are prepared with the title method, which has a wide scope for alkynes. Excellent regioselectivity was accomplished for aryl–alkyl and alkyl–alkyl disubstituted acetylenes. This reaction features an unusual 1,2 rhodium migration and ring‐contraction‐triggered NN bond cleavage. It allows rapid conversion of the reaction products into several functional molecules.
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subjects Alkynes
Bonding
Catalysis
Chemical reactions
Cleavage
Conversion
CH activation
indole
Indoles
Indoles - chemical synthesis
Migration
Molecular Structure
NN cleavage
Rhodium
Transition Elements - chemistry
triazene
Triazines - chemistry
title General and Efficient Synthesis of Indoles through Triazene-Directed C-H Annulation
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