Rhodium(III)-Catalyzed C–H Activation/Alkylation of Diazabicyclic Olefins with Aryl Ketones: Facile Synthesis of Functionalized Cyclopentenes

Author:

Radhakrishnan K.12ORCID,Santhini P.12,Gopalan Greeshma12,Smrithy A.1

Affiliation:

1. Organic Chemistry Section, National Institute for Interdisciplinary Science and Technology (CSIR)

2. Academy of Scientific and Innovative Research (AcSIR)

Abstract

A facile synthesis of biologically important trans-functionalized cyclopentenes by a mild Rh(III)-catalyzed alkylation of strained ­diazabicyclic olefins with aryl ketones in the presence of ammonium ­acetate has been developed. The reaction proceeds through C–H bond activation of the aryl ketone groups by transforming them in to an ­autocleavable directing group, such as in situ-formed imine.

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

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