2-Amino-1,3-benzothiazole: Endo -Alkylation with α-Iodo Methyl Ketones Followed by Cyclization

Overview

Journal Molecules

Publisher MDPI

Specialty Biology

Date 2023 Mar 11

PMID 36903340

Authors

Ivan A Dorofeev

Larisa V Zhilitskaya

Nina O Yarosh

Bagrat A Shainyan

Affiliations

Soon will be listed here.

Abstract

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.

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