School of Chemistry and Chemical Engineering, Hefei University of Technology, Hefei, Anhui 230009, China.
School of Pharmacy, Anhui University of Chinese Medicine, Hefei, Anhui 230012, China.
Org Lett. 2023 Jun 2;25(21):3916-3921. doi: 10.1021/acs.orglett.3c01267. Epub 2023 May 22.
We report a copper metallaphotocatalytic 1,2-difunctionalization of terminal alkynes with -hydroxyphthalimide (NHP) esters and readily available silyl reagents (TMSCN and TMSNCS) to access stereodefined trisubstituted alkenes, including ()-alkenyl nitriles and thiocyanates. The reaction proceeds with excellent -stereoselectivity and demonstrates broad compatibility with a wide range of terminal alkynes and NHP esters as alkyl radical precursors. Experimental and computational studies have been performed to gain insight into the reaction mechanism.
我们报告了铜金属光催化的末端炔烃与 -羟基邻苯二甲酰亚胺(NHP)酯和易得的硅试剂(TMSCN 和 TMSNCS)的 1,2-双官能化反应,以获得立体定义的三取代烯烃,包括()-烯基腈和硫氰酸盐。该反应具有优异的 -立体选择性,并表现出与广泛的末端炔烃和 NHP 酯作为烷基自由基前体的广泛兼容性。进行了实验和计算研究以深入了解反应机制。