A modular photoredox route towards sulfoximines DOI Creative Commons
Mark Glossbrenner, Sergio González‐Granda, Onkar S. Nayal

et al.

Published: Oct. 27, 2023

We report a modular photoredox strategy for the synthesis of aryl vinyl sulfoximines from sulfinamide and halide starting materials. This demonstrates difunctionalization sulfinamides to sulfoximine products with excellent configurational retention stereoselective trans alkenes. Under mild redox conditions, we propose generation nitrogen centered radical that is resonance stabilized by sulfur partner, increasing overall lifetime. disclose thus well suited capture, leading products. process also entails broad modularity about alkene, arene, acyl protecting group, providing synthetic chemists multiple functional handles allowing further exploration into physicochemical properties have shown promise in recent studies.

Language: Английский

Synthesis of Pyrazolesulfoximines Using α-Diazosulfoximines with Alkynes DOI Creative Commons
Zhenhao Zhong, Tsz‐Kan Ma, Andrew J. P. White

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(6), P. 1178 - 1183

Published: Feb. 2, 2024

Sulfoximines and pyrazoles are both important motifs in medicinal compounds. Here we report the synthesis reactivity of sulfoximine diazo compounds as new reagents for incorporation sulfoximines. The use N-silyl sulfoximines enabled formation monosubstituted Their application is demonstrated a [3 + 2] cycloaddition with alkynes to form pyrazole combination these chemotypes. Further derivatization demonstrated, including silyl deprotection unprotected pyrazolesulfoximines.

Language: Английский

Citations

1
A modular photoredox route towards sulfoximines DOI Creative Commons
Mark Glossbrenner, Sergio González‐Granda, Onkar S. Nayal

et al.

Published: Oct. 27, 2023

We report a modular photoredox strategy for the synthesis of aryl vinyl sulfoximines from sulfinamide and halide starting materials. This demonstrates difunctionalization sulfinamides to sulfoximine products with excellent configurational retention stereoselective trans alkenes. Under mild redox conditions, we propose generation nitrogen centered radical that is resonance stabilized by sulfur partner, increasing overall lifetime. disclose thus well suited capture, leading products. process also entails broad modularity about alkene, arene, acyl protecting group, providing synthetic chemists multiple functional handles allowing further exploration into physicochemical properties have shown promise in recent studies.

Language: Английский

Citations

2