Acetyltrimethylsilane: A Novel Reagent for the Transformation of 2H-Pyran-2-ones to Unsymmetrical Biaryls

Goel, Atul ; Verma, Deepti ; Dixit, Manish ; Raghunandan, Resmi ; Maulik, P. R. (2006) Acetyltrimethylsilane: A Novel Reagent for the Transformation of 2H-Pyran-2-ones to Unsymmetrical Biaryls Journal of Organic Chemistry, 71 (2). pp. 804-807. ISSN 0022-3263

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Official URL: http://doi.org/10.1021/jo052085y

Related URL: http://dx.doi.org/10.1021/jo052085y

Abstract

An expeditious synthesis of unsymmetrical biaryls functionalized with electron-withdrawing or -donating substituents is described and illustrated by carbanion-induced ring transformation of 2H-pyran-2-one using acetyltrimethylsilane (ATMS) as a novel reagent in good yield. The novelty of the reaction lies in the creation of an aromatic ring from 2H-pyran-2-ones via two-carbon insertion from ATMS used as a source of carbanion.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:117913
Deposited On:06 May 2021 08:25
Last Modified:06 May 2021 08:25

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