Catalytic Generation of Radicals from Nitroalkanes

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

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)

Abstract

A new protocol for the catalytic denitrative generation of radicals from nitroalkanes was disclosed. 9-Fluorenol acts as a singleelectron transfer catalyst that reduces nitroalkanes to promote the C-NO2bond 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.

Original languageEnglish
Pages (from-to)1482-1486
Number of pages5
JournalSynlett
Volume34
Issue number12
DOIs
Publication statusPublished - Aug 12 2022
Externally publishedYes

Keywords

  • 9-fluorenol
  • denitration
  • nitroalkane
  • organocatalysis
  • radical
  • single-electron transfer

ASJC Scopus subject areas

  • Organic Chemistry

Fingerprint

Dive into the research topics of 'Catalytic Generation of Radicals from Nitroalkanes'. Together they form a unique fingerprint.

Cite this