Organocatalysed one-pot three component synthesis of 3,3′-disubstituted oxindoles featuring an all-carbon quaternary center and [spiro 2H-pyran-3,4′-indoline]

TitleOrganocatalysed one-pot three component synthesis of 3,3′-disubstituted oxindoles featuring an all-carbon quaternary center and [spiro 2H-pyran-3,4′-indoline]
Publication TypeJournal Article
Year of Publication2023
AuthorsNichinde, CB, Patil, BR, Chaudhari, SS, Mali, BP, Gonnade, RG, Kinage, AK
JournalRSC Advances
Volume13
Issue19
Pagination13206-13212
Date PublishedAPR
Type of ArticleArticle
Abstract

A simple and efficient methodology for the one-pot synthesis of 3,3 `-disubstituted oxindoles featuring an all-carbon quaternary center has been demonstrated through l-proline catalysed three-component reaction based on sequential Knoevenagel condensation/Michael addition and also one-pot synthesis of spiro[2H-pyran-3,4 `-indoline] through consecutive Knoevenagel condensation/Michael addition/reduction/cyclization reactions from readily available isatin derivatives, malononitrile, and ketones. The present methodology presents several advantages, including simple reaction set-up, short reaction times, and easy to work-up. Also, this strategy offers broad substrate scope with excellent yields and high atom economy, under mild reaction conditions.

DOI10.1039/d3ra00510k
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

3.9

Divison category: 
Chemical Engineering & Process Development
Physical and Materials Chemistry
Database: 
Web of Science (WoS)

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