Tin-free radical sequences under acidic conditions. Convergent access to azole-containing structures.
[reaction: see text] Various xanthates add efficiently to olefins bearing [1,2,4]triazole, imidazole, or benzimidazole moieties in the presence of camphorsulfonic acid via a radical chain reaction initiated by a small amount of lauroyl peroxide. The adducts may be transformed to more complex molecules by implementing a further radical cyclization.
Gagosz
Fabien
F
Laboratoire de Synthèse Organique associé au CNRS, Ecole Polytechnique, 91128 Palaiseau, France.
Zard
Samir Z
SZ
D000475:Alkenes / Q000737:chemistry; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry; D001393:Azoles / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D006863:Hydrogen-Ion Concentration; D015394:Molecular Structure; D009584:Nitrogen / Q000737:chemistry; D014001:Tin / Q000737:chemistry
D000475:Alkenes; D000970:Antineoplastic Agents; D001393:Azoles; D014001:Tin; D009584:Nitrogen