Liu Jiechun, Jia Xiaoyan, Huang Liangbin
State Key Laboratory of Pulp and Paper Engineering, Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510641, China.
Org Lett. 2022 Sep 23;24(37):6772-6776. doi: 10.1021/acs.orglett.2c02630. Epub 2022 Sep 13.
Shown herein is the first time that the sulfilimine is utilized as a directing group for Rh(III)-catalyzed C-H activation/annulation with intermolecular and intramolecular alkyne compounds. Sulfilimine serves as a transformable directing group, an internal oxidant, in the annulation with an alkyne moiety via N-S bond cleavage. Notably, the retention of sulfilimine as a directing group is also achieved in the Rh(III)-catalyzed -alkynylation with alkyne bromides.
本文首次展示了亚磺酰亚胺被用作导向基团，用于铑(III)催化的与分子间和分子内炔烃化合物的C-H活化/环化反应。在与炔烃部分通过N-S键断裂进行环化反应中，亚磺酰亚胺作为可转化的导向基团和内氧化剂。值得注意的是，在铑(III)催化的与炔基溴的炔基化反应中，也实现了亚磺酰亚胺作为导向基团的保留。
