C-H alkenylation/cyclization and sulfamidation of 2-phenylisatogens using N-oxide as a directing group
Lingmei Guo1, Baolan Tang, Ruifang Nie
1Key Laboratory of Drug Targeting and Drug Delivery System of Education Ministry, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, No. 17, 3th Section, South Renmin Road, Chengdu, 610041, P. R. China. smile@scu.edu.cn wyong@scu.edu.cn.
Abstract:
The first example of transition-metal-catalyzed C-H activations of 2-phenylisatogens with alkynes and sulfonyl azides has been developed using N-oxide as the directing group. Ru(ii)-Catalyzed C-H alkenylation/cyclization and Ir(iii)-catalyzed direct C-H sulfamidation proceeded with good yields and excellent functional group tolerance. Importantly, these two transformations provided straightforward routes for the synthesis of indol-3-one derivatives and sulfamidated 2-phenylisatogens respectively, which might be of considerable bioactivities.
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