Zirconium-Catalyzed Multistep Reaction of Hydrazines with Alkynes: A Non-Fischer-Type Pathway to Indoles

Dominos at zirconium: A cascade of N–N and C–H scissions and C–C and C–N coupling steps in the coordination sphere of zirconium directly converts alkynes and hydrazines into indoles. The reaction pathway differs fundamentally from that of the Fischer indole synthesis.

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Published in:Angewandte Chemie International Edition 2011-06, Vol.50 (25), p.5757-5761
Main Authors: Gehrmann, Thorsten, Lloret Fillol, Julio, Scholl, Solveig A., Wadepohl, Hubert, Gade, Lutz H.
Format: Article
Language:English
Subjects:
Alkynes
CN coupling
homogeneous catalysis
Indoles
reaction mechanism
Zirconium
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description Dominos at zirconium: A cascade of N–N and C–H scissions and C–C and C–N coupling steps in the coordination sphere of zirconium directly converts alkynes and hydrazines into indoles. The reaction pathway differs fundamentally from that of the Fischer indole synthesis.
doi_str_mv 10.1002/anie.201101070
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source Wiley-Blackwell Read & Publish Collection
subjects Alkynes
CN coupling
homogeneous catalysis
Indoles
reaction mechanism
Zirconium
title Zirconium-Catalyzed Multistep Reaction of Hydrazines with Alkynes: A Non-Fischer-Type Pathway to Indoles
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