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Intramolecular Cyclopropanation of Active Methylene Derivatives Based on FeCl 2 or FeCl 3 -Promoted Radical-Polar Crossover Reactions.
- Source :
-
Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2024 Jun 25; Vol. 30 (36), pp. e202400602. Date of Electronic Publication: 2024 Jun 03. - Publication Year :
- 2024
-
Abstract
- Radical-polar crossover reactions were studied for the intramolecular cyclopropanation of active methylene derivatives. In the presence of FeCl <subscript>3</subscript> as a stoichiometric oxidant and K <subscript>2</subscript> HPO <subscript>4</subscript> as a base, the dehydrogenative cyclopropanation of active methylenes proceeded through the FeCl <subscript>3</subscript> -promoted oxidative radical cyclization followed by the ionic cyclization to give the bicyclic cyclopropanes. The use of α-chloro-active methylenes leads the subcatalytic cyclopropanation involving two redox pathways. In the presence of K <subscript>2</subscript> HPO <subscript>4</subscript> , the redox cyclopropanation proceeded by using FeCl <subscript>2</subscript> (20 mol%) in combination with ligand (20 mol%).<br /> (© 2024 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH.)
Details
- Language :
- English
- ISSN :
- 1521-3765
- Volume :
- 30
- Issue :
- 36
- Database :
- MEDLINE
- Journal :
- Chemistry (Weinheim an der Bergstrasse, Germany)
- Publication Type :
- Academic Journal
- Accession number :
- 38658317
- Full Text :
- https://doi.org/10.1002/chem.202400602