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
收藏
页码：2799 / 2803
页数：5
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