Cobalt-Catalyzed Cross-Dehydrogenative C(sp2)-C(sp3) Coupling of Oxazole/Thiazole with Ether or Cycloalkane

被引：31

作者：

Wang, Xiaojiao ^{[1
]}

Lei, Bowen ^{[1
]}

Ma, Lifang ^{[1
]}

Zhu, Lisi ^{[1
]}

Zhang, Xinyue ^{[1
]}

Zuo, Hao ^{[1
]}

Zhuang, Dailin ^{[1
]}

Li, Ziyuan ^{[1
]}

机构：

[1] Sichuan Univ, Sch Chem Engn, Dept Pharmaceut & Biol Engn, 24 South Sect 1,Yihuan Rd, Chengdu 610065, Sichuan, Peoples R China

来源：

CHEMISTRY-AN ASIAN JOURNAL | 2017年 / 12卷 / 21期

关键词：

C-H bond cleavage; cross-coupling reactions; cycloalkylation; oxazoles; oxyalkylation; METAL-FREE CONDITIONS; DIRECT ALPHA-ARYLATION; C-H FUNCTIONALIZATION; C(SP(3))-H BONDS; PEPTIDE ANTIBIOTICS; INDOLE-DERIVATIVES; LITHISTID SPONGE; CYCLIC ETHERS; N-OXIDES; AZOLES;

D O I：

10.1002/asia.201701258

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Direct C5-alkylation of oxazole/thiazole with ether or cycloalkane has been achieved through a cobalt-catalyzed cross-dehydrogenative coupling (CDC) process in moderate to good yields. This transformation represents the first C(sp(2))-C(sp(3)) cross-coupling at the C5-position of the oxazole/thiazole via double C-H bond cleavages. Various functional groups on oxazole/thiazole substrates, as well as water and air, are well-tolerated with this concise and practical protocol, constituting straightforward access to heterocycles with great medicinal significance. A preliminary mechanism involving a radical process has also been proposed.

引用

页码：2799 / 2803

页数：5

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