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Updated: Jun 20, 2025

Preparation of N-2-alkoxyvinylsulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
Enantioselective Synthesis of P-Chirogenic 1,2,3-Triazolobenzophospholes
Jérôme Bayardon1, Chen Qian1, Raluca Malacea-Kabbara1
1Institut de Chimie Moléculaire de l'Université de Bourgogne (ICMUB), Université de Bourgogne (UMR-CNRS 6302), 9, av. A. Savary, 21078 Dijon, France.
Abstract:
An enantioselective synthesis of a new class of benzophosphole-based heterocycles bearing a fused triazole ring with enantioselectivities of ≤99% is reported. The key steps of the synthesis are based on an innovative stereospecific phosphinyl N → O migration of aminophosphine-boranes into phosphinites, followed by an intramolecular cyclization. Five X-ray structures of P-chirogenic triazolobenzophospholes and a gold(I) complex were established, for assigning absolute configurations, the stereochemistry of the reactions, and the placement of the triazole substituent at the syn position of the P center.
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