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- Title
Iridium-Catalyzed and pH-Dependent Reductions of Nitroalkenes to Ketones.
- Authors
Wang, Tingting; Liu, Changmeng; Xu, Dong; Xu, Jiaxi; Yang, Zhanhui
- Abstract
A highly chemoselective conversion of α,β-disubstituted nitroalkenes to ketones is developed. An acid-compatible iridium catalyst serves as the key to the conversion. At a 2500 S/C ratio, nitroalkenes were readily converted to ketones in up to 72% isolated yields. A new mechanistic mode involving the reduction of nitroalkene to nitrosoalkene and N-alkenyl hydroxylamine is proposed. This conversion is ready to amplify to a gram-scale synthesis. The pH value plays an indispensable role in controlling the chemoselectivity.
- Subjects
KETONES; NITROALKENES; IRIDIUM catalysts; CHEMOSELECTIVITY
- Publication
Molecules, 2022, Vol 27, Issue 22, p7822
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules27227822