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Synthesis 2012; 44(16): 2579-2586
DOI: 10.1055/s-0032-1316670
DOI: 10.1055/s-0032-1316670
paper
Thermally Induced Cyclization of Electron-Rich N-Arylthiobenzamides to Benzothiazoles
Further Information
Publication History
Received: 30 April 2012
Accepted after revision: 11 June 2012
Publication Date:
23 July 2012 (online)
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Abstract
Heating N-(2-methoxyphenyl)benzenecarbothioamides in refluxing nitrobenzene for 24 hours gives the corresponding benzothiazoles with intramolecular ipso substitution of the ortho-methoxy substituent. The thermal cyclization of various other N-arylthiobenzamides is also explored.
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For selected reviews on the synthesis of benzothiazole ring systems, see: