Synthesis of Readily Modifiable Amides from Aldehydes via an Organocatalytic Approach Using a CTAB Surfactant

TitleSynthesis of Readily Modifiable Amides from Aldehydes via an Organocatalytic Approach Using a CTAB Surfactant
Publication TypeJournal Article
Year of Publication2025
AuthorsAkhade, AM, Rokade, AD, Handore, KL
JournalJournal of Organic Chemistry
Volume90
Issue31
Pagination11288-11300
Date PublishedAUG
Type of ArticleArticle
ISSN0022-3263
Abstract

A simple and efficient organocatalytic method has been developed to access ``readily modifiable'' amides, including bench-stable N-acyl saccharin and various activated amides, from aldehydes by using CTAB- t BuOOH. A wide range of aromatic and aliphatic acyl saccharin are obtained from their respective aldehydes with moderate to good yields. The approach can be similarly applied toward the formation of N-acyl imidazole, N-acyl benzimidazole, N-methoxy-N-methylamide (Weinreb amide), N-ethyl-N-phenylbenzamide, N-acyl morpholine, N-acyl valerolactam, and N-acyl caprolactam. These compounds are frequently applied as reagents in organic transformations, including acyl coupling, decarbonylative coupling, radical coupling, and coupling that is free from transition metals, enabling the synthesis of new C-C, C-N, C-O, C-S, C-P, and C-B bonds.

DOI10.1021/acs.joc.5c01290
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)

3.3

Divison category: 
Organic Chemistry
Database: 
Web of Science (WoS)

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