Ren Jie, Pi Chao, Cui Xiuling, Wu Yangjie
Henan Key Laboratory of Chemical Biology and Organic Chemistry, Key Laboratory of Applied Chemistry of Henan Universities, Green Catalysis Center and College of Chemistry, Zhengzhou University, Zhengzhou 450052, P. R. China.
Org Lett. 2023 Apr 21;25(15):2582-2587. doi: 10.1021/acs.orglett.3c00472. Epub 2023 Apr 10.
Transition metal-controlled divergent annulation reactions of azomethine imines with iodonium ylides -centered [1,2]-rearrangement have been developed. The azomethine imino group, as a switchable and transient directing group (DG), underwent intramolecular nucleophilic addition and generated bicyclic diaziridine, which facilitated the -centered [1,2]-rearrangement and subsequent divergent annulations in the presence of different metal complexes as the catalysts. The benzo[]chromen-1-one and pyrano[]isochromene scaffolds could be independently constructed with Rh(III) and Ru(II), respectively. It was worth noting that the azomethine imino group was employed first as the switchable DG through rearrangement progress.
已经开发了过渡金属控制的甲亚胺亚胺与碘鎓叶立德的发散环化反应——以[1,2]-重排为中心。甲亚胺亚氨基作为一种可切换的瞬态导向基团（DG），进行分子内亲核加成并生成双环二氮丙啶，在不同金属配合物作为催化剂的情况下，促进了以[1,2]-重排为中心的反应及随后的发散环化。苯并[]色烯-1-酮和吡喃[]异色烯支架可以分别用Rh(III)和Ru(II)独立构建。值得注意的是，甲亚胺亚氨基首先通过重排过程用作可切换的DG。
