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Synthesis and Structure of (2E)-3-Aryl(hetaryl)-2-[5-bromo-4-aryl(hetaryl)-1,3-thiazol-2-yl]acrylonitriles
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1
,
S. G. Krivokolysko
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1
,
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2
,
Viktor Abramenko
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1
Academic Editor: György Keglevich
Published:
14 November 2021
by MDPI
in The 25th International Electronic Conference on Synthetic Organic Chemistry
session General Organic Synthesis
https://doi.org/10.3390/ecsoc-25-11736
(registering DOI)
Abstract:
Bromination of (2E)-3-aryl(hetaryl)-2-[4-aryl(hetaryl)-1,3-thiazol-2-yl]acrylonitriles proceeds regioselectively at the C5 atom of the thiazole ring with the formation of new (2E)-3-aryl(hetaryl)-2-[5-bromo-4-aryl(hetaryl)-1,3-thiazol-2-yl]acrylonitriles. The latter were alternatively obtained by the reaction of aldehydes,cyanothioacetamide, α-bromoketones and bromine in the presence of triethylamine in DMF. Structure of the keycompounds was confirmed using 2D NMR spectroscopy and single crystal X-ray diffraction analysis.
Keywords: 1,3-thiazoles, 5-bromo-1,3-thiazoles, cyanothioacetamide, 2-cyanothioacrylamides, bromination
