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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Photoredox Catalysis toward 2-Sulfenylindole Synthesis through a Radical Cascade Process

Full text
Author(s):
Paixao, Marcio W. [6]
Total Authors: 1
Affiliation:
[1] Betim, Hugo L., I, Paixao, Marcio W., Univ Fed Sao Carlos, Ctr Excellence Res Sustainable Chem CERSusChem, Dept Chem, BR-13565905 Sao Carlos, SP, Brazil.Santos, Marilia S., Betim, Hugo L., I, Univ Fed Sao Carlos, Ctr Excellence Res Sustainable Chem CERSusChem, Dept Chem, BR-13565905 Sao Carlos, SP - Brazil
Total Affiliations: 1
Document type: Journal article
Source: ORGANIC LETTERS; v. 22, n. 11, p. 4266-4271, JUN 5 2020.
Web of Science Citations: 0
Abstract

A radical cascade process initiated through visible-light induced thiyl radical coupling with ortho-substituted arylisocianides followed by an intramolecular cyclization and subsequent aromatization to access 2-sulfenylindoles is described. The key thiyl radicals are promptly generated via a hydrogen atom transfer event. The redox-neutral protocol features broad substrate scope, excellent functional group tolerance, and mild reaction conditions. Furthermore, the implementation of a continuous flow variant allows smooth scalability with a short residence time through process intensification. (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: 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
FAPESP's process: 18/12986-1 - Development of photochemical and electrocatalytic methodologies to the synthesis and modification of heterocyclic scaffolds
Grantee:Camila de Menezes Kisukuri
Support Opportunities: Scholarships in Brazil - Post-Doctoral
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