Benzeneseleninic Acids (BSA) and Photocatalysis: An Alternative Duo for the Synthesis of 3‐Selanylindoles

Author:

Quadros Gabriela T.1,de Medeiros Savana P.1,de Oliveira Carolina A.1,Rambo Mateus W.2,Abenante Laura13,Lenardão Eder J.1ORCID,Penteado Filipe2ORCID

Affiliation:

1. Centro de Ciências Química Farmacêuticas e de Alimentos–CCQFA Universidade Federal de Pelotas–UFPel P. O. box 354 CEP 96010-900 Pelotas RS Brazil

2. Centro de Ciências Naturais e Exatas–CCNE Departamento de Química Universidade Federal de Santa Maria–UFSM Av. Roraima CEP 97105-340 Santa Maria RS Brazil

3. Área do Conhecimento de Ciências Exatas e Engenharias Universidade de Caxias do Sul - UCS Rua Francisco Getúlio Vargas, 1130 CEP 95070-560, Caxias do Sul– RS Brazil

Abstract

AbstractA novel eco‐friendly methodology for the synthesis of 3‐selanylindoles has been established, circumventing the requirement for transition metal catalysis, strong oxidants and elevated reaction temperatures. In the present protocol a photocatalytic strategy was elegantly developed for the use of benzeneseleninic acid (BSA) derivatives as a selenium‐source reagent, reacting with indole derivatives, to access 3‐selanylindoles in moderate to good yields. A total of fourteen derivatives were selectively prepared, which among three are unprecedented. In addition to the synthetic advantages, this study gives significant insights into the use of BSA derivatives as reagent to construct Se(II)‐decorated products.

Funder

Fundação de Amparo à Pesquisa do Estado do Rio Grande do Sul

Conselho Nacional de Desenvolvimento Científico e Tecnológico

Financiadora de Estudos e Projetos

Publisher

Wiley

Subject

Organic Chemistry

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