涉及 Lawesson 试剂的新型 [4 + 2] 环加成反应。一种新的环状 1,2-噻吩-4-酮的结构和特异性片段

IF 1.4 4区 化学 Q4 CHEMISTRY, INORGANIC & NUCLEAR
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引用次数: 0

摘要

用 Lawesson 试剂处理丙酮中的粗吗啉烯胺,意外地得到了六元硫磷烷-4-酮。该化合物是新杂环类化合物的第一个实例。I...
本文章由计算机程序翻译,如有差异,请以英文原文为准。
A novel [4 + 2] cycloaddition reaction involving Lawesson’s reagent. Structure and specific fragmentations of a new cyclic 1,2-thiaphosphinane-4-one
A crude morpholine enamine of acetone treated with Lawesson’s reagent unexpectedly yielded a six-membered thiaphosphinane-4-one. This compound is the first example of a new class of heterocycles. It has been proven that it is formed from 4-methyl-2-morpholino-1,3-pentadiene which is usually present in crude morpholine enamine batches. A mechanism of this regioselective reaction was postulated and a characteristic chair-like conformation of the product was examined in detail. Additionally, some unusual primary fragmentations of the product with the loss of H2S and isobutylene were observed for positive and negative ESI ionization mode, respectively.
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来源期刊
CiteScore
2.60
自引率
7.70%
发文量
103
审稿时长
2.1 months
期刊介绍: Phosphorus, Sulfur, and Silicon and the Related Elements is a monthly publication intended to disseminate current trends and novel methods to those working in the broad and interdisciplinary field of heteroatom chemistry.
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