Hydrolysis of a sulfonamide by a novel elimination mechanism generated by carbanion formation in the leaving group |
| |
| Authors: | Wood J Matthew Hinchliffe Paul S Davis Andy M Austin Rupert P Page Michael I |
| |
| Affiliation: | Department of Chemical and Biological Sciences, University of Huddersfield, Queensgate, Huddersfield, UK HD1 3DH. |
| |
| Abstract: | The alkaline hydrolysis of N-alpha-methoxycarbonyl benzyl-beta-sultam occurs 10(3) times faster than the corresponding carboxylate and with rapid D-exchange at the alpha-carbon: the pH rate profile indicates pre-equilibirum CH ionisation and together with formation of benzoyl formate as a product this suggests a novel mechanism for hydrolysis. |
| |
| Keywords: | |
| 本文献已被 PubMed 等数据库收录！ |
