Rhodium-catalyzed oxidative C–H/C–H cross-coupling of aniline with heteroarene: N-nitroso group enabled mild conditions?

Chemical Communications Pub Date: 2018-06-19 DOI: 10.1039/C8CC04027C

Abstract

The development of transition metal-catalyzed oxidative C–H/C–H cross-coupling between two (hetero)arenes to forge aryl-heteroaryl motifs under mild conditions is an appealing yet challenging task. Herein, we disclose a rhodium-catalyzed oxidative C–H/C–H cross-coupling reaction of an N-nitrosoaniline with a heteroarene under mild conditions. The judicious choice of the N-nitroso group as a directing group enables heightened reactivity. The coupled products could be transformed expediently to (2-aminophenyl)heteroaryl skeletons.

Graphical abstract: Rhodium-catalyzed oxidative C–H/C–H cross-coupling of aniline with heteroarene: N-nitroso group enabled mild conditions
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