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

Authors :
Nichinde CB
Patil BR
Chaudhari SS
Mali BP
Gonnade RG
Kinage AK
Source :
RSC advances [RSC Adv] 2023 Apr 28; Vol. 13 (19), pp. 13206-13212. Date of Electronic Publication: 2023 Apr 28 (Print Publication: 2023).
Publication Year :
2023

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[2 H -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.<br />Competing Interests: There are no conflicts to declare.<br /> (This journal is © The Royal Society of Chemistry.)

Details

Language :
English
ISSN :
2046-2069
Volume :
13
Issue :
19
Database :
MEDLINE
Journal :
RSC advances
Publication Type :
Academic Journal
Accession number :
37123998
Full Text :
https://doi.org/10.1039/d3ra00510k