Zhang Yanshi, Hsung Richard P, Tracey Michael R, Kurtz Kimberly C M, Vera Eymi L
Department of Chemistry, University of Minnesota, Minneapolis, Minnesota 55455, USA.
Org Lett. 2004 Apr 1;6(7):1151-4. doi: 10.1021/ol049827e.
A practical cross-coupling of amides with alkynyl bromides using catalytic CuSO(4).5H(2)O and 1,10-phenanthroline is described here. This catalytic protocol is more environmentally friendly than the use of CuCN or copper halides and provides a general entry for syntheses of ynamides including various new sulfonyl and heteroaromatic amine substituted ynamides. Given the interest in ynamides, this N-alkynylation of amides should be significant for the future of ynamides in organic synthesis.
本文描述了一种使用催化量的五水硫酸铜(CuSO₄·5H₂O)和1,10-菲咯啉实现酰胺与炔基溴的实用交叉偶联反应。该催化方法比使用氰化铜或卤化铜更环保,为合成包括各种新型磺酰基和杂芳族胺取代的烯炔酰胺在内的烯炔酰胺提供了一种通用方法。鉴于对烯炔酰胺的关注,这种酰胺的N-炔基化反应对于烯炔酰胺在有机合成中的未来发展具有重要意义。