Deuterated Cyclopropanation of Alkenes by Iron Catalysis

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Authors: Ilias Khan Rana, Khue N. M. Nguyen, Duong T. Ngo, David A. Nagib
Cited by: 9
References: 54

Abstract

High Resolution Image Download MS PowerPoint Slide Deuterium labeling is a key tool used in drug development to observe and prevent metabolism. Here, we report a mild and operationally simple protocol for the synthesis of deuterated cyclopropanes with high levels of deuterium incorporation. This Fe-catalyzed strategy uses dichloromethane- d 2 for safe, practical, and diazo-free access to carbene reactivity. A sterically and electronically diverse range of alkenes with varying functional groups are tolerated in this deuterated cyclopropanation. This highly air and water tolerant method complements existing strategies and significantly broadens access to valuable deuterated cyclopropanes, including with applications for the late-stage functionalization of pharmaceuticals.

Fields of Study & Subjects

Chemical Reactions and Isotopes Cyclopropane Reaction Mechanisms Asymmetric Hydrogenation and Catalysis

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
5
Pages
1750–1754
Publication date
26 January 2026
Language
EN