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Updated: Jun 23, 2026

Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
Iron-Catalyzed Asymmetric NH2-Amination of Sulfenamides
Fang-Xu Fan1, Si-Ming Jia1, Zhenbo Mo1,2
1State Key Laboratory of Elemento-Organic Chemistry, Frontiers Science Center For New Organic Matter, College of Chemistry, Nankai University, Tianjin, China.
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The increasing prominence of stereogenic-at-sulfur motifs in drug discovery and catalysis has created a growing demand for versatile synthetic methods. We describe here an Fe(TIBSPDP)-catalyzed enantioselective NH2-amination of sulfenamides to access chiral sulfinamidines. This method accommodates a broad range of sulfenamides, enabling direct access to diverse nitrogenated stereogenic-at-sulfur architectures. The synthetic utility is demonstrated by the efficient preparation of pharmaceutically relevant compounds, such as an aza-analog of drug candidate LY181984 and a PP2A modulator. Moreover, this reaction represents the first example of asymmetric NH2 transfer using the widely employed bioinspired Fe(PDP)-type catalysts.
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