A one-step synthesis towards new ligands based on aryl-functionalised thiazolo[5,4-d]thiazole chromophores

Knighton, Richard Charles, Hallett, Andrew Jon, Kariuki, Benson ORCID: https://orcid.org/0000-0002-8658-3897 and Pope, Simon J. A. ORCID: https://orcid.org/0000-0001-9110-9711 2010. A one-step synthesis towards new ligands based on aryl-functionalised thiazolo[5,4-d]thiazole chromophores. Tetrahedron Letters 51 (41) , pp. 5419-5422. 10.1016/j.tetlet.2010.07.172

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Abstract

A general synthesis of disubstituted thiazolo[5,4-d]thiazoles was achieved by condensing two equivalents of an aryl aldehyde with dithiooxamide in nitrobenzene at 130 °C for 24 h. The method is tolerant to a range of aromatic aldehydes including derivatives of pyridine, quinoline, mono- and dihydroxybenzene. An X-ray crystal structure of 2,5-bis(2-hydroxy-3,5-di-tert-butylphenyl)thiazolo[5,4-d]thiazole was obtained confirming the proposed formulation, together with supporting spectroscopic data that suggests that for the 2-hydroxyphenyl derivatives intramolecular hydrogen bonding exists in both solution and solid states.

Item Type:	Article
Status:	Published
Schools:	Schools > Chemistry
Subjects:	Q Science > QD Chemistry
Publisher:	Elsevier
ISSN:	0040-4039
Last Modified:	02 Dec 2022 12:10
URI:	https://orca.cardiff.ac.uk/id/eprint/9701

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