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.

PDF Jou_Org_Che_83-18_11333_2018.pdf - Published Version Restricted to Registered users only Download (1MB) | Request a copy

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
Publication:	JOURNAL OF ORGANIC CHEMISTRY
Publisher:	AMER CHEMICAL SOC
Additional Information:	Copy right for this article belong to AMER CHEMICAL SOC
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	17 Oct 2018 13:56
Last Modified:	17 Oct 2018 13:56
URI:	http://eprints.iisc.ac.in/id/eprint/60901

Actions (login required)

View Item