Dimethyl Sulfoxide Provides Three Different Units in Synthesis of Chroman-4-ones Containing Sulfur and a Quaternary Carbon Center under HOAc Conditions

被引：5

作者：

Xu, Lihong ^{[1
]}

Wang, Anan ^{[1
]}

Shi, Xu ^{[1
]}

He, Qian ^{[1
]}

Jiang, Tao-Shan ^{[1
]}

机构：

[1] Anhui Agr Univ, Sch Life Sci, Hefei 230036, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 19期

基金：

中国国家自然科学基金;

关键词：

CONSTRUCTION; DMSO; STEREOCENTERS; SYNTHON; FUNCTIONALIZATION;

D O I：

10.1021/acs.joc.3c00832

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

HOAc-promoted construction of chroman-4-ones with a sulfur atom and an a-carbonyl quaternary carbon center directly from ortho-hydroxyacetophenones and DMSO is described. In these unique reactions, DMSO is activated by HOAc and provides three different units (CH2, CH2OH, and CH2SMe) in the target molecules. This reaction displays good substrate scope and reaction yields with a series of substitutes. The mechanism showed that the three units were formed in sequential order.

引用

页码：13466 / 13474

页数：9

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