From isonitrile to nitrile via ketenimine intermediate: Palladium-catalyzed 1,1-carbocyanation of ally carbonate by alpha-isocyanoacetate
Qiu, Guanyinsheng; Sornay, Charlotte; Savary, David; Zheng, Sheng-Cai; Wang, Qian; Zhu, Jieping
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
DOI https://doi.org/10.1016/j.tet.2018.10.032
Other identifier(s) View record in Web of Science
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
Record creation date 2018-12-13

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