jo052085y_si_004.cif (18.82 kB)
Download file

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

Download (18.82 kB)
posted on 20.01.2006, 00:00 authored by Atul Goel, Deepti Verma, Manish Dixit, Resmi Raghunandan, P. R. Maulik
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.