(Perhalogenmethylthio)heterocyclen. X. Säurekatalysierte Substitutionen an (Perchlorfluormethylthio)pyrrolen und deren agrobiologische Wirkung

Autor:	Peter Zobrist, Alois Haas, Ulrich Niemann, Peter Eggenberg, M. R. C. Gerstenberger, Silvia Dorn
Rok vydání:	1979
Předmět:	Chemistry Organic Chemistry chemistry.chemical_element Biochemistry Medicinal chemistry Catalysis Mercury (element) Inorganic Chemistry chemistry.chemical_compound Drug Discovery Organic chemistry Physical and Theoretical Chemistry Pyrrole
Zdroj:	Helvetica Chimica Acta. 62:1442-1450
ISSN:	0018-019X
DOI:	10.1002/hlca.19790620508
Popis:	(Perhalomethylthio)heterocycles. X1 . Acid-catalyzed substitutions on (perchlorofluoromethylthio)pyrroles and their agro-biological activities In the presence of C4F9SO3H the (perhalomethylthio)pyrroles 1a–c react with Cl3−nFnCSCl (n = 1–3) to give mixtures of the 2,5- and 2,4-disubstituted pyrroles 2a–f and 3a–h. 2a and 3a react with CF3SCl (catalyst CF3SO3H) yielding 2,3,5-tris (trifloromethylthio)pyrrole (4a), which under similar conditions reacts further to give 2,3,4,5-tetrakis (trifluoromethylthio)pyrrole (5). As a by-product during the conversion of 3a to 4a 2,3,4-tris (trifluoromethylthio)pyrrole (4b) is formed. The pyrroles 2a, 4a and 5 form the mercury salts 6a–c; compound 5 yields also a silver salt 7. The 1H- and 19F-NMR. spectra are discussed and the agro-biological properties of the compounds investigated.
Databáze:	OpenAIRE
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