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Gold-Catalyzed One-Pot Synthesis of 1,3-Disubstituted Allenes from Benzaldehydes and Terminal Alkynes
Journal article   Open access  Peer reviewed

Gold-Catalyzed One-Pot Synthesis of 1,3-Disubstituted Allenes from Benzaldehydes and Terminal Alkynes

Danilo M. Lustosa, Simon Clemens, Matthias Rudolph and A. Stephen K. Hashmi
Advanced synthesis & catalysis, Vol.361(21), pp.5050-5056
05/11/2019

Abstract

Chemistry Chemistry, Applied Chemistry, Organic Physical Sciences Science & Technology
A new and facile one-pot synthesis of 1,3-disubstituted allenes, using cheap and readily available terminal alkynes, benzaldehyde derivatives and morpholine, was developed. A small library of 20allenes demonstrates a broad applicability, with yields up to 86%. Isotopic-labelling and cross-over experiments strongly indicate that our reaction proceeds via a two-step A(3)-coupling followed by a 1,5-hydrogen shift process.
url
https://doi.org/10.1002/adsc.201900824View
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