Cyr Daniel J St, Martin Nicolas, Arndtsen Bruce A
Department of Chemistry, McGill University, 801 Sherbrooke Street West, Montreal, Quebec H3A 2K6, Canada.
Org Lett. 2007 Feb 1;9(3):449-52. doi: 10.1021/ol062773j.
[reaction: see text] A direct synthesis of pyrroles from imines, acid chlorides, and alkynes mediated by isocyanides is reported. This reaction proceeds with a range of each of these three substrates, providing a method to generate families of pyrroles in high yield. Mechanistic studies suggest this process proceeds via the generation of imino analogues of munchnones, which can undergo in situ coupling with alkynes to liberate isocyanate and form the pyrrole product.
[反应：见正文] 报道了一种由异腈介导的、从亚胺、酰氯和炔烃直接合成吡咯的方法。该反应对这三种底物中的每一种都有广泛的适用性，提供了一种高产率生成吡咯家族的方法。机理研究表明，该过程通过生成慕尼黑酮的亚氨基类似物进行，这些类似物可与炔烃原位偶联以释放异氰酸酯并形成吡咯产物。
