General and practical intramolecular decarbonylative coupling of thioesters via palladium catalysis

被引:25
作者
Cao, Han [1 ]
Liu, Xuejing [1 ]
Bie, Fusheng [1 ]
Shi, Yijun [1 ]
Han, Ying [1 ]
Yan, Peng [1 ]
Szostak, Michal [2 ]
Liu, Chengwei [2 ]
机构
[1] Zaozhuang Univ, Shandong Lunan Coal Chem Res Inst Engn & Technol, 1 Beian Rd, Zaozhuang 277160, Shandong, Peoples R China
[2] Rutgers State Univ, Dept Chem, 73 Warren St, Newark, NJ 07102 USA
来源
ORGANIC CHEMISTRY FRONTIERS | 2021年 / 8卷 / 07期
关键词
D O I
10.1039/d0qo01576h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report a general and practical palladium-catalyzed intramolecular decarbonylative coupling of thioesters via C-S bond cleavage, decarbonylation and C-S bond reformation. This robust approach shows excellent functional group tolerance and broad substrate scope using a commercially available, cheap, and practical Pd(OAc)(2) catalyst and phosphine ligands. This strategy operates under base-free conditions. The catalytic system represents the simplest method for intramolecular decarbonylation of thioesters by palladium catalysis reported to date. This versatile protocol is readily performed on a gram scale and applied in late-stage drug derivatization.
引用
收藏
页码:1587 / 1592
页数:6
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