Angewandte Chemie. International edition in English 2009-01-01

Cross dehydrogenative arylation (CDA) of a benzylic C-H bond with arenes by iron catalysis.

Yi-Zhou Li, Bi-Jie Li, Xing-Yu Lu, Song Lin, Zhang-Jie Shi

Index: Angew. Chem. Int. Ed. Engl. 48(21) , 3817-20, (2009)

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Abstract

Hooking up: FeCl(2) catalyzes the efficient cross dehydrogenative arylation of substrates having benzylic C-H bonds (see scheme). High regioselectivity was observed during the cross-coupling between compounds containing aromatic C(sp(2))-H bonds and benzylic C(sp(3))-H bonds. This process is proposed to proceed by single-electron-transfer oxidation and Friedel-Crafts alkylation.