Expeditious Synthesis of Highly Functional 4-Trifluoromethyl-Substituted Oxazoles Enabled by Cobalt(II) Metalloradical Catalysis DOI

Hang Wang,

Qingyun Duan, Baiquan Wang

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: 15(2), P. 759 - 767

Published: Dec. 25, 2024

A synthetic strategy for the catalytic cycloaddition of α-trifluoromethyl-α-diazoketones with nitriles has been achieved based on cobalt(II) metalloradical catalysis. The easily accessible starting materials, cost-effective catalyst, and experimental simplicity rendered this protocol a robust practical approach to construct diverse functionalized 4-CF3-substituted oxazoles high efficiency. wide substrate scope both α-trifluoromethylated diazoketones is amenable system. level functional group tolerance provides several opportunities precise late-stage modifications bioactive drug-like molecules. Mechanistic experiments spectroscopic investigations confirm radical nature reaction reveal involvement monocarbene biscarbene intermediates during process.

Language: Английский

Expeditious Synthesis of Highly Functional 4-Trifluoromethyl-Substituted Oxazoles Enabled by Cobalt(II) Metalloradical Catalysis DOI

Hang Wang,

Qingyun Duan, Baiquan Wang

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: 15(2), P. 759 - 767

Published: Dec. 25, 2024

A synthetic strategy for the catalytic cycloaddition of α-trifluoromethyl-α-diazoketones with nitriles has been achieved based on cobalt(II) metalloradical catalysis. The easily accessible starting materials, cost-effective catalyst, and experimental simplicity rendered this protocol a robust practical approach to construct diverse functionalized 4-CF3-substituted oxazoles high efficiency. wide substrate scope both α-trifluoromethylated diazoketones is amenable system. level functional group tolerance provides several opportunities precise late-stage modifications bioactive drug-like molecules. Mechanistic experiments spectroscopic investigations confirm radical nature reaction reveal involvement monocarbene biscarbene intermediates during process.

Language: Английский

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