In:
Journal of Heterocyclic Chemistry, Wiley, Vol. 57, No. 12 ( 2020-12), p. 4153-4163
Abstract:
The chemical performance of 5‐bromo‐2‐(bromoacetyl)‐thiophene ( 1 ) was tested toward the reaction with numerous bi‐nucleophilic reagents (namely; 2‐aminobenzothiazoles, 2‐aminothiazole, 2‐aminotetrazole, 2‐aminotriazole, 2‐aminopyridines, 2‐aminobenzimidazole and o ‐phenylenediamine). Therefore, a series of bridged nitrogen heterocycles bearing thiophene moiety 3 , 5 , 7 , 9 , 11 , 13 and 15 , respectively was synthesized. In addition, the reaction of 5‐bromo‐2‐(bromoacetyl)‐thiophene with the thiocarbamoyl compounds 17 , 19 and/or 24 afforded the corresponding thienyl‐thiazoles 18 or dithien‐2‐yl ketones 20 and 25 , based on the reaction conditions. Treatment of 1 with 2‐mercapto‐4,6‐dimethylnicotinonitrile was achieved to obtain the target dithien‐2‐yl ketone 28 . The new synthesized scaffolds were examined for their antioxidant activity by means of ABTS antioxidant assay. The thienyl‐thiazole scaffold 18c and 2‐((2‐[thiophen‐2‐yl]‐2‐oxoethyl)thio)nicotinonitrile derivative 27 displayed a reasonable radical scavenging activity.
Type of Medium:
Online Resource
ISSN:
0022-152X
,
1943-5193
Language:
English
Publisher:
Wiley
Publication Date:
2020
detail.hit.zdb_id:
2042274-X
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