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Fe(ii)-Catalyzed alkenylation of benzylic C-H bonds with diazo compounds
Jiang-Ling Shi1, Qinyu Luo, Weizhi Yu
1Beijing National Laboratory of Molecular Sciences (BNLMS), Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing 100871, China. wangjb@pku.edu.cn.
Abstract:
We report herein an alkenylation of benzylic C(sp3)-H bonds with diazo compounds via carbon cation intermediates with DDQ as the oxidant in the presence of a catalytic amount of Fe(ii). Diphenylmethane, toluene, benzyl methyl sulfide and their derivatives could be applied as substrates to afford the tetra-substituted olefin products, which may serve as useful building blocks in organic synthesis.
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