Gold(I)−Catalyzed Synthesis of Cyclic Sulfamides via an Intramolecular Dehydrative Amination of Allylic Alcohols: A Strategy for 1,3‐Diamine Synthesis

Author:

Lee Soyun1,Kim Da Mi1,Ryu Jae‐Sang1ORCID

Affiliation:

1. College of Pharmacy & Graduate School of Pharmaceutical Sciences Ewha Womans University 52 Ewhayeodae-gil, Seodaemun-Gu Seoul 03760 Republic of Korea

Abstract

AbstractA gold(I)‐catalyzed intramolecular dehydrative amination method has been developed to synthesize diverse cyclic sulfamides efficiently. Reactions proceed smoothly at room temperature using a combination of (IPr)AuCl (5 mol%) and AgBF4 (5 mol%). This method showcases a broad substrate scope, encompassing challenging seven‐membered ring structures, and exhibits functional group compatibility. Moreover, the reaction demonstrates high stereoselectivity, allowing the synthesis of enantiomerically enriched cyclic sulfamides from chiral secondary allylic alcohols. The synthesized cyclic sulfamides serve as valuable intermediates for generating 1,3‐diamines. This approach provides an improved route for cyclic sulfamide synthesis and a strategic entry point for obtaining essential 1,3‐diamine derivatives.

Funder

Ministry of Higher Education and Scientific Research

Publisher

Wiley

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