Copper -Mediated [3+2] Oxidative Cyclization Reaction of N-Tosylhydrazones and β-Ketoesters: Synthesis of 2,3,5-Trisubstituted Furans

被引：41

作者：

Huang, Yubing ^{[1
]}

Li, Xianwei ^{[1
]}

Yu, Yue ^{[1
]}

Zhu, Chuanle ^{[1
]}

Wu, Wanqing ^{[1
]}

Jiang, Huanfeng ^{[1
]}

机构：

[1] S China Univ Technol, Sch Chem & Chem Engn, Key Lab Funct Mol Engn Guangdong Prov, Guangzhou 510640, Guangdong, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 81卷 / 12期

基金：

中国博士后科学基金; 中国国家自然科学基金;

关键词：

ELECTRON-DEFICIENT ALKYNES; CROSS-COUPLING-CYCLIZATION; AZIDE-FREE CONDITIONS; O BOND FORMATION; POLYSUBSTITUTED FURANS; METAL-FREE; 1,3-DICARBONYL COMPOUNDS; EFFICIENT SYNTHESIS; REGIOSELECTIVE SYNTHESIS; ADDITION/OXIDATIVE CYCLIZATION;

D O I：

10.1021/acs.joc.6b00568

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first attempt at utilizing N-tosylhydrazones as two-carbon synthons has been successfully achieved, which underwent a copper-mediated [3 + 2] oxidative cyclization reaction to afford 2,3,5-trisubstituted furans in moderate to good yields. The features of this method include inexpensive metal catalyst, readily available substrates, high regioselectivity, and convenient operation. The studies provide important approaches for further exploration of the powerful and diverse reaction abilities of N-tosylhydrazones.

引用

页码：5014 / 5020

页数：7

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