‘On water’ synthesis of 2,4-diaryl-2,3-dihydro-1,5-benzothiazepines catalysed by sodium dodecyl sulfate (SDS)

Sharma, Gaurav ; Kumar, Raj ; Chakraborti, Asit K. (2008) ‘On water’ synthesis of 2,4-diaryl-2,3-dihydro-1,5-benzothiazepines catalysed by sodium dodecyl sulfate (SDS) Tetrahedron Letters, 49 (27). pp. 4269-4271. ISSN 0040-4039

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.tetlet.2008.04.146

Abstract

An efficient synthesis of 1,3-diaryl-2,3-dihydro-1,5-benzothiazepines has been developed by the reaction of various 1,3-diaryl-2-propenones with 2-aminothiophenol in water under neutral conditions catalysed by SDS. Excellent chemoselectivity was observed for substrates possessing halogen atoms or nitro/alkoxy/thioalkyl groups which did not undergo competitive aromatic nucleophilic substitution of the halogen atoms or the nitro group, reduction of the nitro or the α,β-unsaturated carbonyl group, or dealkylation of the alkoxy/thioalkoxy groups.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:1,3-Diarylpropenones; 2-Aminothiophenol; 1,3-Diaryl-2,3-Dihydro-1,5-Benzothiazepines; SDS; Water; Catalysis
ID Code:100409
Deposited On:20 Jan 2017 05:54
Last Modified:20 Jan 2017 05:54

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