One-pot synthesis of 2-acylbenzothiazoles from 2-aminobenzenethiols and arylacetonitriles via cyclization and sequential oxidation

[Display omitted] An efficient one-pot method to access 2-acylbenzothiazoles via AlCl3-mediated cyclization reaction and I2-promoted sequential oxidation reaction of 2-aminobenzenethiols with arylacetonitriles was developed. This reaction proceeds smoothly with a wide range of arylacetonitriles cont...

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Bibliographic Details
Published in:Tetrahedron letters 2021-08, Vol.79, p.153300, Article 153300
Main Authors: Zhang, Shanshan, Wang, Shiwei, Leng, Yuting, Wu, Yangjie
Format: Article
Language:English
Subjects:
2-acylbenzothiazoles
Cyclization reaction
Gram scale
One-pot reaction
Sequential oxidation reaction
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Summary:[Display omitted] An efficient one-pot method to access 2-acylbenzothiazoles via AlCl3-mediated cyclization reaction and I2-promoted sequential oxidation reaction of 2-aminobenzenethiols with arylacetonitriles was developed. This reaction proceeds smoothly with a wide range of arylacetonitriles containing different functional groups to give the corresponding products in moderate to good yields under mild conditions. Moreover, this reaction was conveniently conducted on a gram scale, and the yield is still up to 68%.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2021.153300