Employing arynes for the generation of aryl anion equivalents and subsequent reaction with aldehydes
Title | Employing arynes for the generation of aryl anion equivalents and subsequent reaction with aldehydes |
Publication Type | Journal Article |
Year of Publication | 2018 |
Authors | Gaykar, RN, Bhunia, A, Biju, AT |
Journal | Journal of Organic Chemistry |
Volume | 83 |
Issue | 18 |
Pagination | 11333-11340 |
Date Published | SEP |
Type of Article | Article |
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. |
DOI | 10.1021/acs.joc.8b01549 |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 4.805 |
Divison category:
Organic Chemistry
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