Copper-Catalyzed Thiolation Annulations of 1,4-Dihalides with Sulfides Leading to 2-Trifluoromethyl Benzothiophenes and Benzothiazoles

被引：99

作者：

Li, Chun-Lin ^{[1
]}

Zhang, Xing-Guo ^{[1
,2
]}

Fang, Ri-Yuan ^{[1
]}

Zhong, Ping ^{[1
]}

Li, Jin-Heng ^{[1
,2
]}

机构：

[1] Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China

[2] Hunan Normal Univ, Minist Educ, Key Lab Chem Biol & Tradit Chinese Med Res, Changsha 410081, Hunan, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 75卷 / 20期

关键词：

C-N; COUPLING REACTIONS; ULLMANN; POTENT; EFFICIENT; FLUORINE; ARYL; TRIFLUOROMETHYLATION; ANTITUMOR; ANALOGS;

D O I：

10.1021/jo101675f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Copper-catalyzed double thiolation reaction of 1.4-dihildes with sulfides has been developed for selectively synthesizing 2-trifluoromethyl benzothmphenes and benzothitizoles In the presence of CuI, a variety of 2-halo-1-(2-haloanyl)-3.3.3-trifluoropropylenes smoothily underwent the thiolation annulation with Na2S to afford 2-trifluoromethyl benzothiophenes in moderate to good yields Moreover. the conditions are compatible with N-(2-haloaryl)trifluoroacetimidoyl chlorides in the presence of NaHS and K3PO: leading to 2-trifluoromethyl benzothiazoles

引用

页码：7037 / 7040

页数：4

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