ChemInform Abstract: Efficiency of Alkoxyl Radical Product Formation from 5-Substituted 3-Alkoxy-4-methylthiazole-2(3H)-thiones

Autor:	Christine Schur, Thomas Gottwald, Irina Kempter, Jens Hartung
Rok vydání:	2010
Předmět:	chemistry 4-methylthiazole Electrophile Alkoxy group chemistry.chemical_element Alkoxyl radicals Product formation General Medicine Selectivity Carbon Medicinal chemistry
Zdroj:	ChemInform. 41
ISSN:	1522-2667 0931-7597
Popis:	In a comparative study, reactions between 5-(p-methoxyphenyl)-substituted 3-alkoxy-4-methylthiazole-2(3H)-thiones and appropriate mediators (BrCCl3, Bu3SnH) provided higher yields of alkoxyl radical products (δ-bromohydrins, cyclic ethers, carbonyl compounds) than respective transformations of 5-phenyl- and 5-methyl-substituted derivatives. The unusual selectivity of applied thiohydroxamates to furnish products of O-alkylation, even upon treatment with soft carbon electrophiles, and the marked propensity of 3-alkoxy-5-(p-methoxyphenyl)-4-methylthiazole-2(3H)-thiones to crystallize, facilitated preparation and purification of the new family of alkoxyl radical precursors in a noteworthy manner.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::15ab7f6d54e6205f1a333fa1097d4892 https://doi.org/10.1002/chin.201024115 Zobrazit plný text záznamu Plný text