Efficiency of alkoxyl radical product formation from 5-substituted 3-alkoxy-4-methylthiazole-2(3H)-thiones
TETRAHEDRON. Bd. 66. H. 6. 2010 S. 1365 - 1374
Erscheinungsjahr: 2010
ISBN/ISSN: 0040-4020
Publikationstyp: Zeitschriftenaufsatz
Doi/URN: 10.1016/j.tet.2009.11.113
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Inhaltszusammenfassung
In a comparative study, reactions between 5-(p-miethoxyphenyl)-substituted 3-alkoxy-4-methylthiazole-2(3H)-thiones and appropriate mediatois (BrCCl3. Bu3SnH) provided higher yields of alkoxyl radical products (delta-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 m...In a comparative study, reactions between 5-(p-miethoxyphenyl)-substituted 3-alkoxy-4-methylthiazole-2(3H)-thiones and appropriate mediatois (BrCCl3. Bu3SnH) provided higher yields of alkoxyl radical products (delta-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-methoxylphenyl)-4-methylthiazole-2(3H)-thiones to crystallize, facilitated preparation and purification of the new family of alkoxyl radical precursors in a noteworthy manner (C) 2009 Elsevier Lid All rights reserved » weiterlesen» einklappen