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Employing Arynes for the Generation of Aryl Anion Equivalents and Subsequent Reaction with Aldehydes

Gaykar, Rahul N and Bhunia, Anup and Biju, Akkattu T (2018) Employing Arynes for the Generation of Aryl Anion Equivalents and Subsequent Reaction with Aldehydes. In: JOURNAL OF ORGANIC CHEMISTRY, 83 (18). pp. 11333-11340.

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Official URL: http://dx.doi.org/10.1021/acs.joc.8b01549

Abstract

Arynes are highly reactive intermediates, which are utilized for the electrophilic arylation of various X-H bonds (X = O, N, S etc.). Herein, a new synthetic strategy is demonstrated, where arynes are converted into aryl anion equivalents by treatment with phosphines and a base. The addition of phosphines to arynes form the phosphonium salts, which in the presence of a carbonate base generates the aryl anion equivalent. Subsequent addition of the aryl anions with aldehydes afforded the secondary alcohols.

Item Type: Journal Article
Additional Information: Copy right for this article belong to AMER CHEMICAL SOC
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Depositing User: Id for Latest eprints
Date Deposited: 17 Oct 2018 13:56
Last Modified: 17 Oct 2018 13:56
URI: http://eprints.iisc.ac.in/id/eprint/60901

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