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Synthesis 2020; 52(20): 3058-3064
DOI: 10.1055/s-0040-1707204
DOI: 10.1055/s-0040-1707204
paper
Iodine- and TBHP-Promoted Acylation of Benzothiazoles under Metal-Free Conditions
This work was supported by the National Science Foundation of China (Grant Nos. 21961038 and 21462041).Further Information
Publication History
Received: 14 June 2020
Accepted after revision: 16 June 2020
Publication Date:
23 July 2020 (online)
Abstract
A simple protocol for the synthesis of 2-acylbenzothiazoles using aryl ketones and benzothiazoles in the presence of I2 and TBHP is described. Acylation of the benzothiazoles is achieved through a sequence involving oxidation of the aryl ketone to an aryl glyoxal, ring-opening of the benzothiazole followed by condensation of the amino group with the aryl glyoxal, cyclization and oxidation. The method avoids the use of metals and toxic solvents. In addition, this protocol has the advantage of broad scope and provides good to excellent product yields.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1707204.
- Supporting Information
Primary Data
- for this article are available online at https://doi.org/10.1055/s-000040-1707204 and can be cited using the following DOI: 10.4125/pd0120th.
- Primary Data
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