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Phthalazinone-Assisted C–H Amidation Using Dioxazolones Under Rh(III) Catalysis

Daeun Jeoung, Kunyoung Kim, Sang Hoon Han, Prithwish Ghosh, Suk Hun Lee, Saegun Kim, Won Gun An, Hyung Sik Kim, Neeraj Kumar Mishra, In Su Kim

2020The Journal of Organic Chemistry34 citationsDOI

Abstract

The preparation of phthalazinone derivatives is pivotal for their utilization as pharmaceutical agents and other entities. Herein, we report the phthalazinone-assisted carbon–nitrogen bond forming reaction using dioxazolones as robust amidation sources under Rh(III) catalysis. The broad functional group tolerance and complete site-selectivity are observed. Notably, a series of transformations of synthesized compounds into biologically relevant N-heterocycles demonstrates the applicability of the developed methodology.

Topics & Concepts

ChemistryCatalysisMedicinal chemistryStereochemistryCombinatorial chemistryOrganic chemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsSulfur-Based Synthesis Techniques
Phthalazinone-Assisted C–H Amidation Using Dioxazolones Under Rh(III) Catalysis | Litcius