From carbamate to chalcone: Consecutive anionic Fries rearrangement, anionic Si→C alkyl rearrangement and Claisen-Schmidt condensation

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Naveen Kumar, S and Bavikar, S. R and Sai Pavan Kumar, N. S and Ch.; Furay Yu, I and Chein, R, -J (2018) From carbamate to chalcone: Consecutive anionic Fries rearrangement, anionic Si→C alkyl rearrangement and Claisen-Schmidt condensation. Organic Letters, 20 (17). p. 5362. ISSN 1523-7060

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School: School of Applied Science and Humanities > Department of Chemistry

Department: School of Applied Science and Humanities > Department of Chemistry

Official URL: https://doi.org/10.1021/acs.orglett.8b02269

Abstract

ABSTRACT: A highly efficient one-pot procedure was
14 developed for the synthesis of various 2′-hydroxychalcones
15 from phenyl diethylcarbamate, featuring consecutive
16 Snieckus−Fries rearrangement, anionic Si → C alkyl
17 rearrangement, and Claisen−Schmidt condensation in a single
18 operation. The applicability of this protocol was demonstrated
19 by the highly efficient synthesis of the anti-inflammatory natural product lonchocarpin. The mechanism insight is also provided.

Item Type:	Article
Subjects:	AC Rearch Cluster
Depositing User:	Unnamed user with email techsupport@mosys.org
Date Deposited:	03 Nov 2023 05:46
Last Modified:	03 Nov 2023 05:46
URI:	https://ir.vignan.ac.in/id/eprint/272

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