Catalyst-free photoarylation reactions promoted by visible light

Author(s)

Braga, Felipe C. ; Martins, Guilherme M. ; Franco, Marcelo S. ; Belli, Luiz P. A. ; de Oliveira, Kleber T. ; de Assis, Francisco F.

• Document type: Journal article
• Source: ORGANIC CHEMISTRY FRONTIERS; v. 11, n. 4, p. 25-pg., 2023-12-28.

Abstract

The use of visible light as a means of promoting chemical transformations offers a more sustainable and efficient alternative to traditional methods in organic synthesis. This reaction mode represents an important tool for the discovery of new reactivities that can be applied in the synthesis of relevant compounds. Herein we present significant and selected examples of the last ten years' publications (2012-2022) of organic synthesis methods that use visible light as a promoter in photoarylation reactions without the need for additional photocatalysts. We highlight the main advances, including the formation of EDA complexes, photolysis and self-triggered reactions as main strategies for radical formation and radical initiation steps through visible light. Furthermore, we discuss the relevance of these methods in the production of valuable organic compounds, such as pharmaceuticals, industrial chemicals and building blocks, and their respective reaction mechanisms. This review presents significant and selected examples of organic synthesis methods that use visible-light-promoted photoarylation reactions without the need for additional photocatalysts. (AU)

• FAPESP's process: 21/06110-9 - Application of continuous flow chemistry in the synthesis of Active Pharmaceutical Ingredients (APIs): cannabidiol, fentanyl, and ibuprofen
• Grantee: Felipe Camargo Braga
• Support Opportunities: Scholarships in Brazil - Post-Doctoral
• FAPESP's process: 13/07276-1 - CEPOF - Optics and Photonic Research Center
• Grantee: Vanderlei Salvador Bagnato
• Support Opportunities: Research Grants - Research, Innovation and Dissemination Centers - RIDC
• FAPESP's process: 20/06874-6 - Applications of technologies and synthetic methodologies developed under continuous flow conditions at LQBO-UFSCar for the preparation of molecules with biological activities and APIs
• Grantee: Kleber Thiago de Oliveira
• Support Opportunities: Regular Research Grants
• FAPESP's process: 22/00074-3 - Regioselective fluorination of N-heterocycles using electrosynthesis and continuous flow conditions
• Grantee: Guilherme Ariel Machado Martins
• Support Opportunities: Scholarships in Brazil - Post-Doctoral
• FAPESP's process: 23/04020-8 - APIs synthesis using enabling technologies: approaches involving electrosynthesis and photocatalysis under continuous flow conditions
• Grantee: Kleber Thiago de Oliveira
• Support Opportunities: Regular Research Grants
• FAPESP's process: 19/27176-8 - Asymmetric photocatalysis applied to the synthesis of Brivaracetam: synthetic approaches employing enabling technologies for chemical synthesis
• Grantee: Kleber Thiago de Oliveira
• Support Opportunities: Regular Research Grants