Organic and Biomolecular Chemistry p. 9279 - 9284 (2018)
Update date:2022-07-29
Topics:
Dillon, Christopher C.
Keophimphone, Bagieng
Sanchez, Melissa
Kaur, Parveen
Muchalski, Hubert
Benzo[b]thiophene heterocycles are important components of many important small molecule pharmaceuticals and drug candidates as well as organic semiconducting materials. Many methods have been developed for the construction of a benzo[b]thiophene core via cyclization reaction of alkynes. Although few catalytic reactions were disclosed, most methods rely on stoichiometric activation of alkynes. Here we report an efficient method for the synthesis of 2-substituted benzo[b]thiophenes from 2-alkynyl thioanisoles catalyzed by a gold(i)-IPr hydroxide that is applicable to a wide range of substrates with diverse electronic and steric properties. Additionally, we demonstrate experimentally that the acid additive and its conjugate base are essential to catalyst turnover.
View MoreContact:+86-22-26358246
Address:601-4-20, Fujiayuan, Tiantai Road, Hebei District, Tianjin, China
Contact:+86-571-86491666
Address:SHI XIANG ROAD
Contact:0086-22-23410962
Address:17-201, Ningfuli, Shuishanggongyuandong road,Nankai district, Tianjin, China
NINGBO PANGS CHEM INT’L CO.,LTD.
Contact:+86-574-27666845
Address:FLOOR 21,BUILDING NO.11,XIN TIAN DI,NO.689 SHI JI ROAD,NINGBO CHINA
Anqing World Chemical Co., Ltd.
Contact:+86-556-5800026
Address:Daguan Economic Development Zone of circular economy industrial park Anqing City Anhui province
Doi:10.1016/j.tet.2004.03.019
(2004)Doi:10.1039/jr9430000372
(1943)Doi:10.1007/BF00941102
()Doi:10.1021/ol0496475
(2004)Doi:10.1007/BF00633176
(1988)Doi:10.1002/anie.201910594
(2019)