Anionic Cascade Routes to Sulfur and Nitrogen Heterocycles Originating from Thio- and Aminophosphate Precursors: Anionic Cascade Routes to Sulfur and Nitrogen Heterocycles Originating from Thio- and Aminophosphate Precursors

Anionic Cascade Routes to Sulfur and Nitrogen Heterocycles Originating from Thio- and Aminophosphate Precursors: Anionic Cascade Routes to Sulfur and Nitrogen Heterocycles Originating from Thio- and Aminophosphate Precursors
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源自硫代和氨基磷酸盐前体的硫和氮杂环的阴离子级联路线:源自硫代和氨基磷酸盐前体的硫和氮杂环的阴离子级联路线

DOI:
10.1002/ejoc.201600312
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发表时间:
2016
影响因子:
2.8
通讯作者:
Njardarson, Jon T.
Njardarson, Jon T.
中科院分区:
化学3区
文献类型:
--
作者:
Das, Pradipta;Njardarson, Jon T.

文献摘要

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这篇微综述试图全面涵盖使用硫代和氨基磷酸酯前体形成硫和氮杂环的报道反应。所有这些反应都是由醇盐的初始形成引发的,最常见的是碳或杂原子亲核试剂攻击羰基。醇盐中间体促进磷酸根基团的分子内转移以形成硫醇根或氮原子阴离子,然后通过分子内O-磷酸根置换反应终止阴离子级联以形成杂环产物。
This micro‐review attempts to comprehensively cover reported reactions employing thio‐ and aminophosphate precursors for forming sulfur and nitrogen heterocycles. All such reactions are triggered by initial formation of an alkoxide, most commonly by attack of a carbon or heteroatom nucleophile onto a carbonyl group. The alkoxide intermediate facilitates an intramolecular transfer of the phosphate group to form a thiolate or nitrogen atom anion, which then terminate the anionic cascade via an intramolecular O‐phosphate displacement reaction to form the heterocyclic products.