Intramolecular radical cyclization approach to access highly substituted indolines and 2,3-dihydrobenzofurans under visible-light

Author(s)

Caiuby, Clarice A. D. ^[1] ; Ali, Akbar ^[1] ; Santana, Vinicius T. ^[2] ; Lucas, Francisco W. de S. ^[1] ; Santos, Marilia S. ^[1] ; Correa, Arlene G. ^[1] ; Nascimento, Otaciro R. ^[2] ; Jiang, Hao ^[1] ; Paixao, Marcio W. ^[1]

Affiliation

^[1] Fed Univ Sao Carlos UFSCar, Ctr Excellence Res Sustainable Chem CERSusChem, Dept Chem, Rodovia Washington Luis, Km 235 SP-310, BR-13565905 Sao Paulo - Brazil

^[2] Univ Sao Paulo, Grp Mol Biophys Sergio Mascarenhas, Sao Carlos Inst Phys IFSC USP, Ave Trabalhador Sao Carlense 400, BR-13560970 Sao Carlos, SP - Brazil

• Document type: Journal article
• Source: RSC ADVANCES; v. 8, n. 23, p. 12879-12886, 2018.
• Web of Science Citations: 6

Abstract

The combination of visible-light and tris(trimethylsilyl)silane promoting intramolecular reductive cyclization protocol for the synthesis of functionalized indolines and 2,3-dihydrobenzofurans has been developed. The transformations occur in the absence of transition metal and additional photocatalyst. In addition, quantum yield (phi) was determined and electron paramagnetic resonance spectroscopy was performed to better understand the reaction pathway. (AU)

• 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: 15/17141-1 - Development and Mechanism Studies of New Synthetic Methodologies for the Synthesis of Bioactive Compounds.
• Grantee: Ricardo Samuel Schwab
• Support Opportunities: Regular Research Grants
• 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