Synthesis of fused and bridged bicyclic diazenium salts by intramolecular cycloaddition.
Bicyclic diazenium salts were efficiently prepared by a Lewis acid mediated intramolecular cycloaddition. Terminal olefins provided mixtures of fused and bridged bicyclic diazenium salts. The alpha-chloroazo cycloaddition precursors were conveniently prepared from the corresponding phenyl hydrazones by treatment with chlorodimethylsulfonium chloride.
Javed
Muhammad I
MI
Department of Chemistry, The University of Vermont, 82 University Place, Burlington, Vermont 05405, USA.
Wyman
Jodi M
JM
Brewer
Matthias
M
D000475:Alkenes / Q000138:chemical synthesis* / Q000737:chemistry; D001391:Azo Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D008958:Models, Molecular; D015394:Molecular Structure; D012492:Salts
D000475:Alkenes; D001391:Azo Compounds; D001643:Bridged Bicyclo Compounds; D012492:Salts