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Aryne Three-Component Coupling Involving CS2 for the Synthesis of S-Aryl Dithiocarbamates

Subrata Bhattacharjee, Shiksha Deswal, Niket Manoj, Garima Jindal* and Akkattu T. Biju*

*Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India, Email: gjindaliisc.ac.in, atbijuiisc.ac.in

S. Bhattarcharjee, S. Deswal, N. Manoj, G. Jindal, A. T. Biju, Org. Lett., 2021, 23, 9083-9088.

DOI: 10.1021/acs.orglett.1c03378


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Abstract

A three-component coupling involving arynes, CS2, and aliphatic amines enables a facile synthesis of biologically important S-aryl dithiocarbamates. This transition-metal-free and mild reaction is scalable and operates with good functional group compatibility. With 3-triflyloxybenzyne, a unique four-component coupling incorporating tetrahydrofuran was observed.


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Key Words

dithiocarbamates (C-S coupling, C-N coupling), multicomponent reactions


ID: J54-Y2021