Pd-Catalyzed Regioselective Tandem C–S/C–N Bond Formation for Modular Synthesis of Pyrimidine-Fused Benzothiazoles from o-Dihaloarenes and 3,4-Dihydropyrimidin-2-thiones

Abstract

A Pd-catalyzed annulation reaction for the synthesis of 4H-pyrimido[2,1-b]benzothiazole derivatives via regioselective tandem C–S/C–N bond formation was developed. With PdCl₂(PPh₃)₂ as the precatalyst, Davephos as the ligand, and K₂CO₃ as the base, the reactions of various 3,4-dihydropyrimidin-2-thiones with o-dihaloarenes proceeded smoothly, and the desired products were obtained in moderate to good yields.

Key words

palladium catalysis - annulation - C–S bond formation - C–N bond formation - o-dihaloarenes - pyrimidobenzothiazoles

Publication History

Received: 21 February 2024

Accepted after revision: 22 April 2024

Accepted Manuscript online:
22 April 2024

Article published online:
03 June 2024

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