Visible Light‐Triggered Radical Annulation of ortho‐Thioaryl Ynones: A General Approach to Prepare 3‐Sulfenylthiochromones

Author:

Bartz Ricardo H.1,Silva Krigor B.1,Santos Rafaela R. S. A.1,Peglow Thiago J.1,Lenardão Eder J.1,Iglesias Bernardo A.2,Penteado Filipe2,Perin Gelson1,Jacob Raquel G.1ORCID

Affiliation:

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

2. SDepartamento de Química Centro de Ciências Naturais e Exatas – CCNE Universidade Federal de Santa Maria - UFSM Av. Roraima 97105-340 Santa Maria RS Brazil) (FP

Abstract

AbstractA visible light‐mediated protocol was developed for the construction of 3‐sulfenylthiochromenones by a radical annulation of ortho‐thioaryl ynones. The reaction is triggered by a sulfur‐centered radical, which is formed through the light excitation of an intramolecular electron donor‐acceptor complex (EDA‐complex). A total of twenty‐one compounds were prepared, in poor to excellent yields (28–98 %), sixteen of which are unprecedented. The reactions were conducted under open‐air conditions, not requiring metal catalysts, oxidant species, or heating, making this a mild and environmentally friendly approach to access valuable compounds.

Funder

Conselho Nacional de Desenvolvimento Científico e Tecnológico

Financiadora de Estudos e Projetos

Publisher

Wiley

Subject

Inorganic Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Catalysis

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