Issue 16, 2024

Photocatalyzed sulfoximination/amidation of (Het)arylethenes tethered N-tosyl amide: a versatile entry to sulfoximidoyl β- and γ-lactams

Abstract

Lactam and sulfoximine motifs are common in natural and biologically active molecules, and alkenes are important building blocks in synthetic chemistry. Through photoredox-mediated formation of cation intermediates, we have developed a highly versatile method for preparing various sulfoximidoyl lactams via C–N bond formation between C[double bond, length as m-dash]C and amide motifs. Mild reaction conditions, broad functional group tolerance and excellent trans-selectivity of this method would make it a general and efficient approach towards novel compounds containing valuable sulfoximine and lactam motifs for possible therapeutic use.

Graphical abstract: Photocatalyzed sulfoximination/amidation of (Het)arylethenes tethered N-tosyl amide: a versatile entry to sulfoximidoyl β- and γ-lactams

Supplementary files

Article information

Article type
Research Article
Submitted
08 Apr 2024
Accepted
15 Jun 2024
First published
18 Jun 2024

Org. Chem. Front., 2024,11, 4508-4515

Photocatalyzed sulfoximination/amidation of (Het)arylethenes tethered N-tosyl amide: a versatile entry to sulfoximidoyl β- and γ-lactams

C. Li, Y. Yang, X. Zheng, C. Zhang, H. Cai and W. Lin, Org. Chem. Front., 2024, 11, 4508 DOI: 10.1039/D4QO00631C

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