Efficient and economical access to substituted benzothiazoles: copper-catalyzed coupling of 2-haloanilides with metal sulfides and subsequent condensation.
Don't tell azole: The first metal-catalyzed direct coupling of metal sulfides with aryl halides and subsequent intramolecular condensation provided substituted benzothiazoles (see scheme). A wide range of functional groups are tolerated under the reaction conditions.
State Key Laboratory of Bioorganic & Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China. madw@mail.sioc.ac.cn
Dawei
D
Ma
Siwei
S
Xie
Peng
P
Xue
Xiaojing
X
Zhang
Jinhua
J
Dong
Yongwen
Y
Jiang
D000813:Anilides / Q000737:chemistry*; D052160:Benzothiazoles / Q000138:chemical synthesis*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D007455:Iodine / Q000737:chemistry; D008670:Metals / Q000737:chemistry; D013440:Sulfides / Q000737:chemistry*
D000813:Anilides; D052160:Benzothiazoles; D008670:Metals; D013440:Sulfides; D003300:Copper; D007455:Iodine