Issue 19, 2024

Synthesis of deuteriodifluoromethylthiolated isocoumarins-1-imines and isocoumarins enabled by multi-component reagents system (MCRS)

Abstract

The combining use of BnSCF2D, mCPBA and Tf2O serves as an efficient multi-component reagents system (MCRS) for the synthesis of deuteriodifluoromethylthiolated isocoumarins-1-imines/isocoumarins via intramolecular cyclization/deuteriodifluoromethylthiolation of 2-alkynylbenzamides/2-alkynylbenzoates. The approach features the generation of the crucial reactive electrophilic sulfonium salt through a sequence process involving the oxidation of BnSCF2D by mCPBA followed by Tf2O promoted activation.

Graphical abstract: Synthesis of deuteriodifluoromethylthiolated isocoumarins-1-imines and isocoumarins enabled by multi-component reagents system (MCRS)

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Article information

Article type
Communication
Submitted
29 Feb 2024
Accepted
19 Apr 2024
First published
19 Apr 2024

Org. Biomol. Chem., 2024,22, 3882-3886

Synthesis of deuteriodifluoromethylthiolated isocoumarins-1-imines and isocoumarins enabled by multi-component reagents system (MCRS)

X. Li, H. Shi, J. He, J. Wu, F. Sun and Y. Du, Org. Biomol. Chem., 2024, 22, 3882 DOI: 10.1039/D4OB00328D

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