Fluoride-mediated dephosphonylation of α-diazo-β-carbonyl phosphonates
| Title | Fluoride-mediated dephosphonylation of α-diazo-β-carbonyl phosphonates |
| Publication Type | Journal Article |
| Year of Publication | 2016 |
| Authors | Phatake, RS, Mullapudi, VBabu, Wakchaure, VChandrakan, Ramana, CV |
| Journal | Organic Letters |
| Volume | 19 |
| Pagination | 372 - 375 |
| Date Published | DEC |
| Abstract | The possibility of fluoride-mediated selective dephosphonylation of α-diazo-β-carbonyl phosphonates such as the Ohira-Bestmann reagent has been proposed and executed. The resulting α-diazocarbonyl intermediates undergo a (3 + 2)-cycloaddition at room temperature with conjugated olefins and benzynes. Interestingly, under the current conditions, the resulting cycloaddition products underwent either N-acylation (with excess α-diazo-β-carbonyl phosphonates) or Michael addition (with conjugated olefins). |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 5.23 |
Divison category:
Organic Chemistry