铑(III)催化的 C-H 烯丙基化/导向基团迁移反应用于区域和立体选择性合成四取代烯烃。
Rhodium(III)-Catalyzed C-H Alkenylation/Directing Group Migration for the Regio- and Stereoselective Synthesis of Tetrasubstituted Alkenes.
机构信息
Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics, Chengdu University , Chengdu 610052, China.
Department of Pharmacology and Chemical Biology, Baylor College of Medicine, Houston, Texas 77030, United States.
出版信息
Org Lett. 2020 Dec 4;22(23):9163-9168. doi: 10.1021/acs.orglett.0c03077. Epub 2020 Nov 16.
An efficient Rh(III)-catalyzed C-H alkenylation/directing group migration cascade between indoles and alkynes for the assembly of tetrasubstituted alkenes is reported. The carbamoyl directing group migrates to the carbon of the alkene moiety of the products through rare Rh-catalyzed C-N bond cleavage after the C-H alkenylation step and thus acts as an internal amidation reagent. This protocol shows broad substrate scope, excellent regio/stereoselectivity, and good to excellent yields.
报道了一种高效的 Rh(III)催化吲哚和炔烃之间的 C-H 烯基化/导向基团迁移级联反应，用于四取代烯烃的组装。在 C-H 烯基化步骤之后，通过罕见的 Rh 催化的 C-N 键断裂，碳酰胺导向基团迁移到产物中烯烃部分的碳原子上，因此充当内部酰胺化试剂。该方案具有广泛的底物范围、优异的区域/立体选择性和良好至优秀的产率。
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