Pummerer Cyclization Revisited: Unraveling of Acyl Oxonium Ion and Vinyl Sulfide Pathways
Pummerer Cyclization Revisited: Unraveling of Acyl Oxonium Ion and Vinyl Sulfide Pathways
复制标题
重新审视普默勒环化：揭开酰基氧鎓离子和乙烯基硫醚途径
DOI：
10.1021/acs.orglett.8b02059
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发表时间：
2018
期刊：
影响因子：
5.2
通讯作者：
Carter, Rich G.
中科院分区：
文献类型：
--
作者：
Li, Xin;Carter, Rich G.
Pummerer环化的两条可行途径(乙烯基硫化物和酰氧离子)已被揭示，从而扩大了反应范围和能力。使用Brnsted-EnhancedLewis酸度是实现乙烯硫化物途径的关键，而硫孤子对的选择性络合促进了前所未有的酰氧离子途径。初步的机械性调查支持这些假说。为了了解反应参数，已经探索了一系列底物。
Two viable pathways (vinyl sulfide and acyl oxonium ion) for the Pummerer cyclization have been unraveled that expand the reaction scope and capabilities. Use of Brønsted-enhancedLewis acidity was key to realization of the vinyl sulfide pathway, whereas selective complexation of the sulfur lone pair facilitated the unprecedented acyl oxonium ion pathway. Preliminary mechanistic investigations support these hypotheses. A range of substrates have been explored to understand the reaction parameters.