Electrochemical N-acylation and N-α-ketoacylation of sulfoximines via the selective decarboxylation and dehydration of α-ketoacids

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(21), P. 8838 - 8844

Published: Jan. 1, 2023

We describe an electrochemical N -acylation and -α-ketoacylation of sulfoximines via the selective decarboxylation dehydration α-ketoacids using electricity as a “traceless” oxidant α-ketoacid “acyl” or “α-ketoacyl” source.

Language: Английский

Recent Advances in the Catalytic Synthesis of α‐Ketoamides

The Chemical Record, Journal Year: 2025, Volume and Issue: unknown

Published: April 21, 2025

Abstract α ‐Ketoamides are privileged chemical entities featuring a carbonyl group bonded to an amide. Bearing two pronucleophilic and proelectrophilic sites, this structural scaffold exhibits distinct properties unparalleled biological activity. Owing its wide application in medicinal, agricultural, synthetic chemistry, methods for assembling moiety ever‐growing demand. With the increasing focus on green synthesis, traditional routes ‐ketoamides have faded recent years giving rise development of photocatalytic, electrosynthetic, microwave‐assisted catalytic protocols. We hereby provide comprehensive critical summary all advancements witnessed field from 2016 present.

Language: Английский

Construction of α‐ketoamides via Photoredox‐Catalyzed N−H Insertion of Amines by Sulfoxonium Ylides

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 8, 2024

Abstract Herein, we report the development of photoredox‐catalyzed N−H insertion sulfoxonium ylides with amines via oxidative single‐electron transfer (SET). These reactions exhibit broad substrate scope (32 examples) and offer operationally simple, scalable procedures for accessing α ‐ketoamides in a single step. Mechanistic studies control experiments confirm participation photogenerated carbon radical facilitating (SET) from to initiate reaction.

Language: Английский