Chen Ziren, Xue Fei, Zhang Yonghong, Jin Weiwei, Wang Bin, Xia Yu, Xie Mengwei, Abdukader Ablimit, Liu Chenjiang
Urumqi Key Laboratory of Green Catalysis and Synthesis Technology, Key Laboratory of Oil and Gas Fine Chemicals, Ministry of Education & Xinjiang Uygur Autonomous Region, State Key Laboratory of Chemistry and Utilization of Carbon-Based Energy Resources, College of Chemistry, Xinjiang University, Urumqi, Xinjiang 830017, People's Republic of China.
Org Lett. 2022 May 6;24(17):3149-3154. doi: 10.1021/acs.orglett.2c00867. Epub 2022 Apr 22.
A visible-light-promoted [3 + 2] cyclization between chalcones and 2-mercaptobenzoimidazoles for the construction of diverse imidazo[2,1-]thiazoles via an electron-donor-acceptor (EDA) complex has been developed. This novel aminothiolation can be realized under only visible light irradiation without the aid of external photocatalysts, transition metals, and oxidants. Mechanistic investigations have revealed that the thiol anions and chalcones form EDA complexes, providing a novel strategy for the synthesis of imidazo[2,1-]thiazoles.
已开发出一种可见光促进的查尔酮与2-巯基苯并咪唑之间的[3 + 2]环化反应,通过电子给体-受体(EDA)络合物构建多种咪唑并[2,1-]噻唑。这种新型的氨基硫醇化反应仅在可见光照射下即可实现,无需外部光催化剂、过渡金属和氧化剂的辅助。机理研究表明,硫醇阴离子与查尔酮形成EDA络合物,为咪唑并[2,1-]噻唑的合成提供了一种新策略。