科研之友
微信
新浪微博
Facebook
分享链接
摘要
N-Pyrrolylketene (5) is calculated to be destabilized and nonconjugated, with a preferred geometry with the pyrrolyl ring orthogonal to the ketenyl group. Ketene 5 Is generated from N-pyrrolylacetic acid (7) with use of Mukalyama's reagent, and reacts with imines forming beta-lactams 10, with a product ratio correlation of log(cis/trans) with sigma(+). Photolysis of N-dlazoacetylpyrrole (14) in MeOH gives methyl N-pyrrolylacetate (15) from 5 and also ester 17, evidently by trapping of 2-(1-pyrrolylketene) (21), formed by a new vinylogous Wolff rearrangement.
- 出版日期2011-2-4
