Michael addition organocatalyzed and multicomponent one-pot reactions

• Grant number: 19/06555-0
• Support type: Scholarships in Brazil - Post-Doctorate
• Effective date (Start): June 01, 2019
• Effective date (End): March 31, 2021
• Field of knowledge: Physical Sciences and Mathematics - Chemistry
• Cooperation agreement: GlaxoSmithKline
• Principal Investigator: Arlene Gonçalves Corrêa
• Grantee: Paulo Sérgio Gonçalves Nunes
• Home Institution: Centro de Ciências Exatas e de Tecnologia (CCET). Universidade Federal de São Carlos (UFSCAR). São Carlos , SP, Brazil
• Associated research grant: 14/50249-8 - Green chemistry: sustainable synthetic methods employing benign solvents, safer reagents, and bio-renewable feedstock, AP.PCPE

Abstract

Multicomponent reactions (MCRs) involving isocyanates are a potent and elegant approach to obtain compounds of interest from the agrochemical and pharmaceutical industries, both in the prototypes discovery, to turn possible the synthesis of structural diversity in a faster and practical way, as well as for the optimization of routes synthetic drugs. Although still little explored, recent work has demonstrated the possibility of developing effective catalytic systems for the asymmetric addition of ±-substituted isocyanoacetates to Michael acceptors to obtain isocyanides containing tertiary and quaternary stereocenters. The MCRs relevance in the synthesis of compounds using green chemistry, as well as the importance of the development of asymmetric methods to obtain enantiomerically pure compounds should be emphasized. In this work we propose the employment scope expansion of asymmetric MCRs with the study of induction in products of reactions that use chiral isonitriles obtained by Michael addition reaction, using organocatalysis.