Synthesis of oxindoles through trifluoromethylation of N-aryl acrylamides by photoredox catalysis

Maojian Lu; Zhiji Liu; Jinwang Zhang; Yu Tian; Honggui Qin; Mingqiang Huang; Shirong Hu; Shunyou Cai

doi:10.1039/C8OB01922C

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Synthesis of oxindoles through trifluoromethylation of N-aryl acrylamides by photoredox catalysis†

Maojian Lu,^a Zhiji Liu,^a Jinwang Zhang,^a Yu Tian,^a Honggui Qin,^a Mingqiang Huang,^a Shirong Hu^a and Shunyou Cai

*^ab

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* Corresponding authors

^a Key Laboratory of Modern Analytical Science and Separation Technology of Fujian Province, School of Chemistry, Chemical Engineering and Environment, Minnan Normal University, Zhangzhou, China
E-mail: caishy05@mnnu.edu.cn

^b Key Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Shenzhen Graduate School, Peking University, Shenzhen, 518055 China

Abstract

Mild and direct intramolecular oxidative aryltrifluoromethylations of activated alkenes have been established through visible light photocatalysis, affording a range of CF₃-containing oxindoles or isoquinolinediones in the presence of an organic fluorophore-type photocatalyst 4CzIPN, oxygen and visible light irradiation under strong oxidant and transition metal free conditions. A variety of frequently encountered functional groups are well tolerated in this transformation.

This article is part of the themed collection: Synthetic methodology in OBC

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Article information

DOI: https://doi.org/10.1039/C8OB01922C
Article type: Paper
Submitted: 07 Aug 2018
Accepted: 21 Aug 2018
First published: 22 Aug 2018

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Org. Biomol. Chem., 2018,16, 6564-6568

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Synthesis of oxindoles through trifluoromethylation of N-aryl acrylamides by photoredox catalysis

M. Lu, Z. Liu, J. Zhang, Y. Tian, H. Qin, M. Huang, S. Hu and S. Cai, Org. Biomol. Chem., 2018, 16, 6564 DOI: 10.1039/C8OB01922C

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Organic & Biomolecular Chemistry

Synthesis of oxindoles through trifluoromethylation of N-aryl acrylamides by photoredox catalysis†

Abstract

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Synthesis of oxindoles through trifluoromethylation of N-aryl acrylamides by photoredox catalysis

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