简单高效地获得 N-对甲苯磺酰基-β-氨基酮及其转化为 2,4-二取代氮杂环丁烷。
Simple and efficient access to N-tosyl beta-amino ketones and their conversion into 2,4-disubstituted azetidines.
机构信息
Organic Chemistry Division-1, Indian Institute of Chemical Technology, Hyderabad 500 007, India.
出版信息
J Org Chem. 2009 Dec 18;74(24):9505-8. doi: 10.1021/jo901982n.
PMID:19916490
Abstract
Treatment of N-tosylaldimines with acetophenone at room temperature in the presence of BF(3).OEt(2) as a catalyst furnished the corresponding N-tosyl beta-amino ketones in high yields (77-86%) within 6-9 h. Subsequent reduction and cyclization of these compounds afforded 2,4-disubstituted N-tosylazetidines, comprising a three-step, high-yielding synthesis starting from aldimines.
摘要
在室温下，用 BF(3).OEt(2) 作为催化剂，将 N-对甲苯磺酰基丙二亚胺与苯乙酮反应，可以高收率（77-86%）得到相应的 N-对甲苯磺酰基-β-氨基酮，反应时间为 6-9 小时。随后对这些化合物进行还原和环化反应，得到 2,4-二取代的 N-对甲苯磺酰基氮杂环丁烷，这是一个三步反应，从亚胺出发，产率很高。
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