Convenient and mild protocol for preparation of α –trimethylsilyloxyphosphonates using sulfamic acid and their oxidation to α – ketophosphonates in the presence of N-bromosuccinimide
| Title | Convenient and mild protocol for preparation of α –trimethylsilyloxyphosphonates using sulfamic acid and their oxidation to α – ketophosphonates in the presence of N-bromosuccinimide |
| Publication Type | Journal Article |
| Year of Publication | 2021 |
| Authors | Mitragotri, S, Kulkarni, M, Desai, U, Wadagaonkar, P |
| Journal | Arkivoc |
| Volume | 2021 |
| Date Published | SEP |
| Type of Article | Article |
| Abstract | A convenient and mild protocol was developed for the trimethylsilylation of α-hydroxyphosphonates using hexamethyldisilazane as the silylating agent in the presence of sulfamic acid (SA) as a heterogeneous solid acid catalyst in dichloromethane as the reaction medium. The utility of SA as the catalyst for deprotection of α-trimethylsilyloxyphosphonates to parent α-hydroxyphosphonates by making a switch to a protic solvent such as methanol was also demonstrated. Furthermore, the oxidation of α–trimethylsilyloxyphosphonates to corresponding α–ketophosphonates was achieved in excellent yields employing N-bromosuccinimide in the presence of catalytic quantity of AIBN. |
| DOI | 10.24820/ark.5550190.p011.603 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 1.140 |
Divison category:
Polymer Science & Engineering
