Exploiting photooxygenations mediated by porphyrinoid photocatalysts under continuous flow conditions

Author(s)

de Oliveira, Kleber T. ^{[1, 2]} ; Miller, L. Zane ^[2] ; McQuade, D. Tyler ^[2]

Affiliation

^[1] Univ Fed Sao Carlos, Dept Quim, BR-13565905 Sao Carlos, SP - Brazil

^[2] Florida State Univ, Dept Chem & Biochem, Tallahassee, FL 32306 - USA

• Document type: Journal article
• Source: RSC ADVANCES; v. 6, n. 16, p. 12717-12725, 2016.
• Web of Science Citations: 13

Abstract

Photooxygenation reactions are a powerful synthetic tool to produce oxidized organic compounds; however, these reactions often exhibit experimental limitations including the production of complex mixtures that hinder desired product isolation and scale-up. Herein, we present a photocatalysed protocol under continuous flow conditions using a simple home built photoreactor and porphyrinoids as photocatalysts. Reaction conditions, long-term experiments, and scope demonstrate a protocol that is cost-effective, safe, reproducible and robust, thus allowing the production of relevant substituted naphthoquinones with interest in natural product synthesis and biological activity. (AU)

• FAPESP's process: 13/06532-4 - Cross-coupling reactions on the synthesis of new photosensitizers with high conjugation
• Grantee: Kleber Thiago de Oliveira
• Support type: Regular Research Grants
• FAPESP's process: 14/25538-6 - Photochemical synthesis of quinone and naphthoquinone derivatives under continuous-flow and visible light excitation: the use of Porphyrinoids as photocatalyst
• Grantee: Kleber Thiago de Oliveira
• Support type: Scholarships abroad - Research
• FAPESP's process: 13/07276-1 - CEPOF - Optics and Photonic Research Center
• Grantee: Vanderlei Salvador Bagnato
• Support type: Research Grants - Research, Innovation and Dissemination Centers - RIDC