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. 2015 Oct 2;17(19):4726-9.
doi: 10.1021/acs.orglett.5b02217.

Nickel-Catalyzed Regioselective Cross-Dehydrogenative Coupling of Inactive C(sp(3))-H Bonds with Indole Derivatives

Li-Kun Jin  1 , Li Wan  2 , Jie Feng  1 , Chun Cai  1
Affiliations

Nickel-Catalyzed Regioselective Cross-Dehydrogenative Coupling of Inactive C(sp(3))-H Bonds with Indole Derivatives

Li-Kun Jin et al. Org Lett. .

Abstract

A nickel-catalyzed regiosepecific C2- versus C3-oxidative cross-coupling reaction of indoles with 1,4-dioxane and other inactive C(sp(3))-H bonds is described. The divergent synthesis of C(sp(3))-C(sp(2)) bonds was achieved in satisfactory yields with di-tert-butyl peroxide (DTBP) as the oxidant, which provides an efficient strategy for the selective construction of cyclic ethers containing heteroaromatic core structures.

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