title: C-O Activation by a Rhodium Bis(N-Heterocyclic Carbene) Catalyst: Aryl Carbamates as Arylating Reagents in Directed C-H Arylation.
abstract: Despite recent progress in the catalytic transformation of inert phenol derivatives as alternatives to aryl halides and triflates, attempts at the cross-coupling of inert phenol derivatives with the C-H bonds of arenes have met with limited success. Herein, we report the rhodium-catalyzed cross-coupling of aryl carbamates with arenes bearing a convertible directing group. The key to success is the use of an in situ generated rhodium bis(N-heterocyclic carbene) species as the catalyst, which can promote activation of the inert C(sp2)-O bond in aryl carbamates.
authors.affiliation: Center for Atomic and Molecular Technologies, Graduate School of Engineering, Osaka University, Suita, Osaka, 565-0871, Japan.
authors.forename: Mamoru
authors.initials: M
authors.lastname: Tobisu
authors.affiliation: Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka, 565-0871, Japan.
authors.forename: Kosuke
authors.initials: K
authors.lastname: Yasui
authors.affiliation: Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka, 565-0871, Japan.
authors.forename: Yoshinori
authors.initials: Y
authors.lastname: Aihara
authors.affiliation: Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka, 565-0871, Japan.
authors.forename: Naoto
authors.initials: N
authors.lastname: Chatani
keywords: C−H activation; C−O activation; N-heterocyclic carbenes; arylation; rhodium