Oxidative Annulations Involving DMSO and Formamide: K2S2O8 Mediated Syntheses of Quinolines and Pyrimidines

被引：100

作者：

Jadhav, Santosh D. ^{[1
]}

Singh, Anand ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Kanpur 208016, UP, India

来源：

ORGANIC LETTERS | 2017年 / 19卷 / 20期

关键词：

ONE-POT SYNTHESIS; DIMETHYL-SULFOXIDE; SUBSTITUTED QUINOLINES; N-METHYLATION; DERIVATIVES; KETONES; QUINAZOLINE; CYCLIZATION; LIMITATIONS; ACTIVATION;

D O I：

10.1021/acs.orglett.7b02838

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient strategy toward 4-arylquinolines and 4-arylpyrimidines from readily available precursors is described. Oxidative annulation promoted by K2S2O8 involving anilines, aryl ketones, and DMSO as a methine (=CH-) equivalent leads to 4-arylquinolines via a cascade that entails generation of a sulfenium ion, subsequent C-N and C-C bond formations, and cyclization. The application of this strategy to the activation of acetophenoneformamide conjugates toward the synthesis of 4-arylpyrimidines is also described.

引用

页码：5673 / 5676

页数：4

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