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Benzothiazole compounds .34. Preparation of (e)-3-(2-r-vinyl)-2-benzothiazolinones and investigation of their growth-regulating activity

T.T. Tran, V. Sutoris, V. Sekerka, A. Gáplovský, A. Perjéssy, and D. Loos

Department of Organic Chemistry, Faculty of Natural Sciences, Comenius University, CS-84215 Bratislava

 

Abstract: The synthesis of (E)-3-(2-R-vinyl)-2-benzothiazolinones by the Wittig reaction from (2-oxo-3-benzothiazolinylmethyl)triphenylphosphonium chloride and substituted aromatic aldehydes in the presence of triethylamine or sodium methoxide is described. The E configuration of the compounds was proved and Z isomers were prepared photochemically. Electron structure and geometry of (Z)-3-(2-phenylvinyl)-2-benzothiazolinone was studied by the CNDO/2 and PCILO methods. The compounds exhibited growth-regulating activity on Vicia sativa L., cv. Solarka and Triticum aestivum L.

Full paper in Portable Document Format: 434a567.pdf

 

Chemical Papers 43 (4) 567–578 (1989)

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