Catalytic Generation of Radicals from Nitroalkanes

Author:

Kosaka Kohei,Matsushita Naoki,Nakao Yoshiaki,Kashihara Myuto,Notsu Shunta,Osawa Ayumi

Abstract

AbstractA new protocol for the catalytic denitrative generation of radicals from nitroalkanes was disclosed. 9-Fluorenol acts as a single-electron transfer catalyst that reduces nitroalkanes to promote the C-NO2 bond cleavage, followed by the formation of alkyl radicals. The obtained radicals participate in diverse transformations such as hydrogenation, Giese addition, spirocyclization, and Minisci reactions by using appropriate trapping reagents. The present system outperforms conventional methods using tin hydrides in terms of cost, toxicity, and experimental operations.

Funder

Japan Society for the Promotion of Science

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

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