A high-efficient and stereo-specific approach for the preparation of biologically important （E）-2-styryl-tetra- hydrobenzo[d]thiazoles has been developed via TMSC1 promoted direct sp3 C-H alkenylation of 2-methyl-5,...A high-efficient and stereo-specific approach for the preparation of biologically important （E）-2-styryl-tetra- hydrobenzo[d]thiazoles has been developed via TMSC1 promoted direct sp3 C-H alkenylation of 2-methyl-5,6-di- hydrobenzo[d]thiazol-7（4H）-one under metal-free conditions. Seventeen target compounds were synthesized in ex- cellent yields of 82%--98% under the optimal conditions of 300 mol% TMSCI at 110℃ for 2 h, and their chemical structures were elucidated by IR, NMR, ESI-MS, elemental analyses and X-ray crystallography analysis. A plausible mechanism was also proposed, and this method provided a good functional group conversion for the sp3 C-H substrates.展开更多
Nitrogen-containing heterocyclic compounds are important motifs of pharmaceuticals and functional materials, and there has been a growing interest in new synthetic methods for their preparations. In this paper, we rep...Nitrogen-containing heterocyclic compounds are important motifs of pharmaceuticals and functional materials, and there has been a growing interest in new synthetic methods for their preparations. In this paper, we report a direct cross-coupling reaction of indole with N-aryl tetrahydroisoquinolines in the presence of gold catalyst. The reaction is compatible with a wide range of substituted indoles, to enable the tbrmation of various alkylated heteroarenest, nder very mild reaction conditions.展开更多
基金The authors thank the finance supported by the National Natural Science Foundation of China （No. 21272136）, and Scientific Research Innovation Founda- tion of Graduate School of China Three Gorges Univer- sity.
文摘A high-efficient and stereo-specific approach for the preparation of biologically important （E）-2-styryl-tetra- hydrobenzo[d]thiazoles has been developed via TMSC1 promoted direct sp3 C-H alkenylation of 2-methyl-5,6-di- hydrobenzo[d]thiazol-7（4H）-one under metal-free conditions. Seventeen target compounds were synthesized in ex- cellent yields of 82%--98% under the optimal conditions of 300 mol% TMSCI at 110℃ for 2 h, and their chemical structures were elucidated by IR, NMR, ESI-MS, elemental analyses and X-ray crystallography analysis. A plausible mechanism was also proposed, and this method provided a good functional group conversion for the sp3 C-H substrates.
基金Project supported by the National Natural Science Foundation of China (No. 21572047)the Plan for Scientific Innovation Talents of Henan Province (No. 184200510012)~~
文摘Nitrogen-containing heterocyclic compounds are important motifs of pharmaceuticals and functional materials, and there has been a growing interest in new synthetic methods for their preparations. In this paper, we report a direct cross-coupling reaction of indole with N-aryl tetrahydroisoquinolines in the presence of gold catalyst. The reaction is compatible with a wide range of substituted indoles, to enable the tbrmation of various alkylated heteroarenest, nder very mild reaction conditions.
