Green Approach for Visible-Light-Induced Direct Functionalization of 2-Methylquinolines

Author(s)

Dantas, Juliana A. ; Echemendia, Radell ; Santos, Marilia S. ; Paixao, Marcio W. ; Ferreira, Marco Antonio B. ; Correa, Arlene G.

• Document type: Journal article
• Source: Journal of Organic Chemistry; v. 85, n. 18, p. 16-pg., 2020-09-18.

Abstract

A transition metal- and oxidant-free visible light-photoinduced protocol for direct functionalization of 2-methylquinolines has been developed. This protocol enabled the C-H functionalization of substituted 2-methylquinolines with diacetyl or ethyl pyruvate, under environmentally friendly conditions. A mechanistic investigation based on density functional theory (DFT) calculations provided details about the origins of reactivity and selectivity. (AU)

• FAPESP's process: 13/07600-3 - CIBFar - Center for Innovation in Biodiversity and Drug Discovery
• Grantee: Glaucius Oliva
• Support Opportunities: Research Grants - Research, Innovation and Dissemination Centers - RIDC
• FAPESP's process: 20/01255-6 - Application of statistical tools in catalysis for understanding and predicting organic reactions
• Grantee: Marco Antonio Barbosa Ferreira
• Support Opportunities: Regular Research Grants
• FAPESP's process: 15/08541-6 - Nuclear magnetic resonance spectroscopy: beyond molecular structure assignment
• Grantee: Claudio Francisco Tormena
• Support Opportunities: Research Projects - Thematic Grants
• FAPESP's process: 14/50249-8 - Green chemistry: sustainable synthetic methods employing benign solvents, safer reagents, and bio-renewable feedstock
• Grantee: Arlene Gonçalves Corrêa
• Support Opportunities: Research Grants - Research Centers in Engineering Program
• FAPESP's process: 17/03120-8 - Photochemical reactions applied to the synthesis of substituted indoles via radical insertion reactions to isonitriles
• Grantee: Marília Simão dos Santos
• Support Opportunities: Scholarships in Brazil - Post-Doctoral