Base-Promoted [3 + 2] and [2 + 1] Annulation of Alkenyl Sulfonium Salts to Access 2-Oxazolines and Cyclopropanes
Abstract
A base-promoted annulation reaction of alkenyl sulfonium salts with amides and acetophenones has been readily developed. This method enables the regioselective synthesis of various 2-oxazoline and cyclopropane compounds in good to high yields with a wide substrate scope and high functional group tolerance. Notably, this practical [3 + 2] or [2 + 1] annulation strategy circumvents the need for transition-metal catalysts, strong oxidants, and harsh reaction conditions, thereby enhancing its appeal in organic synthesis.
Fields of Study & Subjects
Sulfur-Based Synthesis Techniques
Catalytic C–H Functionalization Methods
Cyclopropane Reaction Mechanisms
Publication details
- Journal / source
- The Journal of Organic Chemistry
- Publisher
- American Chemical Society (ACS)
- Volume
- 91
- Issue
- 2
- Pages
- 1073–1085
- Publication date
- 6 January 2026
- Language
- EN