Pd-catalyzed annulation of beta-iodovinyl sulfones with 2-halophenols: a general route for the synthesis of 3-sulfonyl benzofuran derivatives
| Title | Pd-catalyzed annulation of beta-iodovinyl sulfones with 2-halophenols: a general route for the synthesis of 3-sulfonyl benzofuran derivatives |
| Publication Type | Journal Article |
| Year of Publication | 2020 |
| Authors | Reddy, RJannapu, Kumar, JJagadesh, Kumari, AHaritha, Krishna, GRama |
| Journal | Advanced Synthesis & Catalysis |
| Volume | 362 |
| Issue | 6 |
| Pagination | 1317-1322 |
| Date Published | MAR |
| Type of Article | Article |
| ISSN | 1615-4150 |
| Keywords | Benzofurans, beta-Iodovinyl sulfones, Heck reaction, Naphthofurans, oxa-Michael addition |
| Abstract | The palladium-catalyzed annulation between beta-iodovinyl sulfones and 2-halophenols or 1-bromo-2-naphthol or 2-bromo-3-pyridinol is presented. The annulation process involving oxa-Michael addition-elimination and intramolecular Heck reaction leading to form 2,3-disubstituted benzofurans (aryl benzofuryl sulfones) in good to high yields. The regioselective tandem construction of C-O and C-C bonds has been achieved with a variety of substitution patterns. Moreover, the tandem process is reliable at gram-scale reactions and a plausible mechanism is also proposed. |
| DOI | 10.1002/adsc.201901550, Early Access Date = FEB 2020 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 5.851 |
Divison category:
Organic Chemistry