From isonitrile to nitrile via ketenimine intermediate: Palladium-catalyzed 1,1-carbocyanation of ally carbonate by alpha-isocyanoacetate
2018
Abstract
A palladium-catalyzed 1,1-carbocyanation of allyl carbonate by alpha-quaternary alpha-isocyanoacetate was developed. Formation of ketenimine followed by homolysis of the C-N bond and recombination of the resulting caged radical pair was proposed to account for the formation of the unusual coupling product, the beta-cyano-gamma,delta-unsaturated ester. (C) 2018 Elsevier Ltd. All rights reserved.
Details
Title
From isonitrile to nitrile via ketenimine intermediate: Palladium-catalyzed 1,1-carbocyanation of ally carbonate by alpha-isocyanoacetate
Author(s)
Qiu, Guanyinsheng ; Sornay, Charlotte ; Savary, David ; Zheng, Sheng-Cai ; Wang, Qian ; Zhu, Jieping
Published in
Tetrahedron
Volume
74
Issue
49
Pages
6966-6971
Date
2018-12-06
Publisher
Oxford, PERGAMON-ELSEVIER SCIENCE LTD
ISSN
0040-4020
Keywords
Other identifier(s)
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Laboratories
LSPN
Record Appears in
Scientific production and competences > SB - School of Basic Sciences > ISIC - Institute of Chemical Sciences and Engineering > LSPN - Laboratory of synthesis and natural products
Peer-reviewed publications
Work produced at EPFL
Journal Articles
Published
Peer-reviewed publications
Work produced at EPFL
Journal Articles
Published
Record creation date
2018-12-13