Triethyl phosphite/benzoyl peroxide mediated reductive dealkylation of O-benzoylhydroxylamines: a cascade synthesis of secondary amides

TitleTriethyl phosphite/benzoyl peroxide mediated reductive dealkylation of O-benzoylhydroxylamines: a cascade synthesis of secondary amides
Publication TypeJournal Article
Year of Publication2020
AuthorsAegurla, B, Mandle, RD, Shinde, PG, Parit, RS, Kamble, SP, Sudalai, A, Senthilkumar, B
JournalEuropean Journal of Organic Chemistry
Volume2020
Issue27
Pagination4235-4238
Date PublishedJUL
Type of ArticleArticle
ISSN1434-193X
KeywordsAmides, Cascade reactions, O-Benzoylhydroxylamines, Redox reactions, synthetic methods
Abstract

A new triethyl phosphite/benzoyl peroxide (BPO) mediated system has been developed for the synthesis of secondary amides with good to excellent yields in a single step. This unprecedented cascade process involves sequential reduction of N-O bond and benzoylation followed by dealkylation of N-C bond ofO-benzoylhydroxylamines (O-BHA). The methodology is versatile as it tolerates a variety of aromatic and aliphaticO-BHA as substrates to access secondary amides.

DOI10.1002/ejoc.202000611, Early Access Date = JUN 2020
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

2.889

Divison category: 
Chemical Engineering & Process Development
Organic Chemistry

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