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.
Department of Chemistry, The University of Vermont, 82 University Place, Burlington, Vermont 05405, USA.
Muhammad I
MI
Javed
Jodi M
JM
Wyman
Matthias
M
Brewer
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