Manganese-mediated cascade radical oxidative cyclization/1,6-conjugate addition of unsaturated oximes with p-quinone methides: facile access to β,β-diarylmethine substituted isoxazolines

TitleManganese-mediated cascade radical oxidative cyclization/1,6-conjugate addition of unsaturated oximes with p-quinone methides: facile access to β,β-diarylmethine substituted isoxazolines
Publication TypeJournal Article
Year of Publication2024
AuthorsVara, V, Thete, KR, Ghotekar, GS, Muthukrishnan, M
JournalChemistry-An Asian Journal
Date PublishedNOV
Type of ArticleArticle; Early Access
ISSN1861-4728
Keywords<italic>p</italic>-Quinone methide, diarylmethine substituted isoxazolines, Iminoxy radical, Manganese catalyzed
Abstract

A simple and efficient strategy for the synthesis of structurally diverse beta,beta-diarylmethine substituted isoxazoline derivatives have been developed. This approach employs a manganese-promoted oxidative cyclization coupled with a 1,6-conjugate addition of unsaturated oximes to p-quinone methides. The key features of this study include the formation of C-O and C-C bonds through intramolecular and intermolecular interactions, facilitated by in situ generated iminoxyl radicals. beta,beta-diarylmethine substituted isoxazolines, bearing a wide range of functional groups, were isolated in high yields.

DOI10.1002/asia.202401079
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

4.1

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

Add new comment