Organocatalyzed [4+2] cycloaddition of α,β-unsaturated ketones and isatylidene malononitrile: accessing spiro[3-arylcyclohexanone]oxindole derivatives

TitleOrganocatalyzed [4+2] cycloaddition of α,β-unsaturated ketones and isatylidene malononitrile: accessing spiro[3-arylcyclohexanone]oxindole derivatives
Publication TypeJournal Article
Year of Publication2024
AuthorsPatil, BR, Nichinde, CB, Chaudhari, SS, Krishna, GRama, Kinage, AK
JournalRSC Advances
Volume14
Issue5
Pagination2873-2877
Date PublishedJAN
Type of ArticleArticle
Abstract

Herein, we developed a series of compounds featuring spiro[3-arylcyclohexanone]oxindoles through Barbas [4 + 2] cycloaddition reactions between isatylidene malononitrile and alpha,beta-unsaturated ketones using l-proline as an organocatalyst. The reported methodology offers many advantages such as mild reaction conditions, diverse substrate scope with high yields, easy reaction setup, and use of easily synthesizable starting materials. An l-proline catalyzed-Barbas-[4 + 2]-cycloaddition reaction is reported for the synthesis of spiro[3-arylcyclohexanone]oxindole derivatives. The method can tolerate a diverse substrate scope with high yields.

DOI10.1039/d3ra07652k
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

3.9

Divison category: 
Chemical Engineering & Process Development
Database: 
Web of Science (WoS)

Add new comment