Synlett
DOI: 10.1055/s-0036-1589093
cluster
© Georg Thieme Verlag Stuttgart · New York

Rhodium-Catalyzed Reductive Cleavage of Aryl Carbamates Using Isopropanol as a Reductant

Kosuke Yasui, Masaya Higashino, Naoto Chatani*, Mamoru Tobisu*
This work was supported by ACT-C (JPMJCR12ZF) from JST, Japan and Scientific Research on Innovative Area ‘Precisely Designed Catalysts with Customized Scaffolding’ (16H01022) from MEXT, Japan. K.Y. thanks JSPS Research Fellowship for Young Scientists.
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Publication History

Received: 31 May 2017

Accepted after revision: 10 July 2017

Publication Date:
17 August 2017 (eFirst)

Published as part of the Cluster C–O Activation

Abstract

Despite the widespread use of carbamates as a directing group in C–H bond-functionalization reactions, reductive removal of this directing group is not straightforward. Currently available methods are limited to nickel-catalyzed reactions using i PrMgX or hydrosilane as a reductant, leaving the functional group compatibility issue to be solved. Herein, we report rhodium-catalyzed reductive cleavage of aryl carbamates using iPrOH as a milder reductant.

Supporting Information