Issue 42, 2024

Synthesis of hydroxy-thiazoline substituted pyridine derivatives via [3 + 2] annulation of 1,4-dithiane-2,5-diol with cyanopyridine

Abstract

A series of hydroxy-thiazoline substituted pyridine compounds were synthesized via the annulation of 1,4-dithiane-2,5-diol with cyanopyridine catalyzed by organic bases. The yields could reach up to 95%. The reaction required no solvent, and the products were obtained from raw materials and catalysts simply by grinding the mixture at room temperature for 10 min. The reaction could be well tolerated by variously substituted cyanide compounds. The universal applicability of this method was proven by gram-scale reaction and product derivatization.

Graphical abstract: Synthesis of hydroxy-thiazoline substituted pyridine derivatives via [3 + 2] annulation of 1,4-dithiane-2,5-diol with cyanopyridine

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Article information

Article type
Paper
Submitted
25 Aug 2024
Accepted
27 Sep 2024
First published
30 Sep 2024

Org. Biomol. Chem., 2024,22, 8511-8515

Synthesis of hydroxy-thiazoline substituted pyridine derivatives via [3 + 2] annulation of 1,4-dithiane-2,5-diol with cyanopyridine

M. Zhang, Y. Chen, X. Yan, Y. Zhang and X. Ma, Org. Biomol. Chem., 2024, 22, 8511 DOI: 10.1039/D4OB01388C

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