Organotin(IV) enamines as selective reagents: Coupling with α-halocarbonyls for synthesis of substituted pyrroles
作者:Makoto Yasuda、Junji Morimoto、Ikuya Shibata、Akio Baba
DOI:10.1016/s0040-4039(97)00598-4
日期:1997.5
Effective coupling of tin enamines 1 and α-haloaldehydes 2 gave 2,4-disubstituted pyrroles in high yields at room temperature even under aqueous conditions. The reaction with 2-bromoacetophenone gave 3,4-disubstituted pyrroles, while the addition of HMPA changed the selectivity to afford the 2,4-isomer predominantly (27:73).
锡烯胺1和α-卤代醛2的有效偶联在室温下甚至在水性条件下也以高收率得到了2,4-二取代的吡咯。与2-溴苯乙酮的反应得到3,4-二取代的吡咯,而HMPA的加入改变了选择性,主要得到2,4-异构体(27∶73)。