Organic Letters
Organic Letters
5 years ago

Rhodium(III)-Catalyzed Oxidative Cross-Coupling of Unreactive C(sp3)–H Bonds with C(sp2)–H Bonds

Rhodium(III)-Catalyzed Oxidative Cross-Coupling of Unreactive C(sp3)–H Bonds with C(sp2)–H Bonds
Jingsong You, Guangying Tan
The development of the oxidative cross-coupling of unreactive C(sp3)–H bonds with (hetero)arene C(sp2)–H bonds is considerably appealing, yet conceptually and practically challenging. Here, we disclose the rhodium-catalyzed oxidative heteroarylation of unactivated C(sp3)–H bonds with heteroarene C(sp2)–H bonds. This method provides a step-economic route to β-heteroarylated 2-ethylpyridine derivatives, which exhibits relatively broad substrate scope, high tolerance level of sensitive functional groups, and high selectivity. The protocol can also be extended to the coupling reaction between 8-methylquinoline derivatives and heteroarenes.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02167

DOI: 10.1021/acs.orglett.7b02167

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