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
