Efficient synthesis of N-arylbenzo[d]thiazol-2-amine derivatives from Benzo[d]thiazole-2-thiols under metal-free condition

[Display omitted] This study reports a new synthetic approach leading to N-arylbenzo[d]thiazol-2-amine derivatives. Our synthetic method involves a S-alkylation reaction of variousbenzo[d]thiazole-2-thiols and2-chloro-N-arylacetamides and a subsequent fragmentation step via Smiles rearrangement. Thi...

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Bibliographic Details
Published in:Tetrahedron letters 2023-08, Vol.126, p.154662, Article 154662
Main Authors: Nguyen Thi, Son, Nguyen Van, Duc, Nguyen Nhat Thuy, Linh, Pham Phu, Dung, Pham Nam, Anh, Nguyen Hoang, Yen, Luu Van, Boi
Format: Article
Language:English
Subjects:
Benzo[d
Thiazol-2-amine Smiles rearrangement
Thiazole-2-thiolN-arylbenzo[d
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Summary:[Display omitted] This study reports a new synthetic approach leading to N-arylbenzo[d]thiazol-2-amine derivatives. Our synthetic method involves a S-alkylation reaction of variousbenzo[d]thiazole-2-thiols and2-chloro-N-arylacetamides and a subsequent fragmentation step via Smiles rearrangement. This synthetic procedure is widely applicable, affords the N-arylbenzo[d]thiazol-2-amine derivatives in good to excellent yields, and uses nontoxic and less expensive chemicals under mild condition.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2023.154662