2-Amino-1,3-benzothiazole: Endo
1,3-diiodoacetone
2-amino-1,3-benzothiazole
N-alkylation
aromatic
heteroaromatic α-iodo methyl ketones
intramolecular cyclization
iodide and triiodide salts
iodoacetone
Journal
Molecules (Basel, Switzerland)
ISSN: 1420-3049
Titre abrégé: Molecules
Pays: Switzerland
ID NLM: 100964009
Informations de publication
Date de publication:
23 Feb 2023
23 Feb 2023
Historique:
received:
24
01
2023
revised:
20
02
2023
accepted:
20
02
2023
entrez:
11
3
2023
pubmed:
12
3
2023
medline:
12
3
2023
Statut:
epublish
Résumé
Reactions of 2-amino-1,3-benzothiazole with aliphatic, aromatic and heteroaromatic α-iodoketones in the absence of bases or catalysts have been studied. The reaction proceeds by N-alkylation of the endocyclic nitrogen atom followed by intramolecular dehydrative cyclization. The regioselectivity is explained and the mechanism of the reaction is proposed. A number of new linear and cyclic iodide and triiodide benzothiazolium salts have been obtained and their structure proved by NMR and UV spectroscopy.
Identifiants
pubmed: 36903340
pii: molecules28052093
doi: 10.3390/molecules28052093
pmc: PMC10004639
pii:
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
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