Proline-based Organocatalyst for the Synthesis of Arylidene Benzofuranone Intermediates Enabling the Construction of Aurone-derived Azadienes

Current Organic Chemistry, Journal Year: 2024, Volume and Issue: 29(2), P. 127 - 134

Published: Aug. 26, 2024

: Organocatalysis has been recognized as a part of chemical research for long time, and it gained significant attention in catalysis recent decades. Amine catalyst is substantial type organocatalysis, successively employed the activation carbonyl compounds. This manuscript delves into exploration proline-based organocatalyst synthesis arylidene benzofuranone intermediates, critical step that facilitates subsequent construction aurone-derived azadienes. In this work, we successfully reported intermediates through Aldol condensation with different aldehydes enabled by proline-derived organic catalysts. To achieve strategy, six examples amine organocatalysts (A1-A6) were evaluated to showcase optimal transformation. Moreover, further interesting azadiene substrates its reaction TsNH2. Notably, using A6 resulted delivery product best yield (94% isolated yield). Under optimized conditions, aromatic heterocyclic containing effectively tolerated generate corresponding which converted products high excellent yield. The claimed structures confirmed spectral analysis.

Language: Английский

Green synthesis and anticancer evaluation of dispiroheterocycles containing isatin, tetrahydrobetacarboline, pyrrolidine and aurone motifs

Journal of Molecular Structure, Journal Year: 2024, Volume and Issue: 1321, P. 139870 - 139870

Published: Sept. 1, 2024

Language: Английский