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Synlett 2012; 23(18): 2639-2642
DOI: 10.1055/s-0032-1317381
DOI: 10.1055/s-0032-1317381
letter
One-Pot Thiourea Formation–Palladium-Catalyzed Cyclization Sequence to 3,4-Dihydro-2H-1,3-benzothiazine-2-imines from 2-Halo N-Methylbenzylamine – Scope and Limitations
Further Information
Publication History
Received: 09 August 2012
Accepted after revision: 17 September 2012
Publication Date:
12 October 2012 (online)
Abstract
A practical synthesis of 3,4-dihydro-3-methyl-2H-1,3-benzothiazine-2-imine via intramolecular palladium-catalyzed C–S bond formation is presented and exemplified for both alkyl- and arylisothiocyanates.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synlett.
- Supporting Information
-
References and Notes
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For references on the thermal synthesis of 2-amino benzothiazoles via base-promoted cyclization of o-bromophenylthiourea and the rationale about factors involved in such a SNAr activation, see: