羟硫化物催化的内酰胺和内脂与卤代烃和环氧化物的 Morita-Baylis-Hillman 反应。
Morita-Baylis-Hillman reaction of lactams and lactones with alkyl halides and epoxides catalyzed by hydroxysulfides.
机构信息
Facultad de Farmacia, Dpto. Química, Universidad San Pablo CEU, Urb. Montepríncipe, ctra. Boadilla km 5, 300 Boadilla del Monte, 28668 Madrid, Spain.
出版信息
Org Lett. 2010 May 21;12(10):2418-21. doi: 10.1021/ol100788g.
PMID:20415464
Abstract
A new Morita-Baylis-Hillman reaction methodology in which alkyl halides and epoxides act as electrophiles in their reaction with lactones and lactams is shown. Catalysis is efficiently performed by hydroxy sulfides under basic conditions. The procedure works efficiently with many alkyl halides but fails with aldehydes with which a conventional acid-catalyzed procedure is used.
摘要
展示了一种新的 Morita-Baylis-Hillman 反应方法，其中卤代烃和环氧化物在与内酰胺和内脂的反应中充当亲电试剂。在碱性条件下，羟基硫化物可以有效地催化该反应。该方法与许多卤代烃反应效果很好，但与醛反应效果不好，醛通常使用传统的酸催化方法。
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