Synthesis of Sulfoximidoyl‐Containing Hypervalent Iodine(III) Reagents and Their Use in Transition‐Metal‐Free Sulfoximidations of Alkynes. Issue 41 (22nd July 2016)

• Record Type: Journal Article
• Authors: Wang, Han; Cheng, Ying; Becker, Peter; Raabe, Gerhard; Bolm, Carsten
• Is Part Of: Angewandte Chemie international edition. Volume 55:Issue 41(2016)
• Page Start: 12655
• Page End: 12658
• Publication Date: 2016-07-22
• Subjects: alkynes -- amidation -- hypervalent iodine(III) -- sulfoximidation -- sulfoximine; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201605743
• Languages: English
• ISSNs: 1433-7851

Abstract

Abstract: Well‐defined hypervalent iodine(III) reagents incorporating transferable sulfoximidoyl groups were obtained through ligand exchange reactions of methoxy(tosyloxy)iodobenzene (MTIB) with NH sulfoximines in good to excellent yields. The solid‐state structure of a representative product was characterized by X‐ray crystallography. Utilizing these reagents in synthesis provides a new, transition‐metal‐free approach towards N‐alkynylated sulfoximines. Abstract : Stable sulfoximidoyl‐containing hypervalent iodine(III) reagents were prepared and their structural properties were analyzed through X‐ray crystal structure determination of a representative product and theoretical investigations. The reactivity of the new compounds led to an unprecedented transition‐metal‐free approach towards N‐alkynylated sulfoximines.