One-pot regioselective synthesis of chromanyl(phenyl)-lambda(3)-iodanes: tandem oxidative cyclization and lambda(3)-iodanation of 3-phenylpropanols.
Reaction of 3-phenylpropanol with an activated iodosylbenzene-18-crown-6 complex [PhI(OH)BF4-18C6] in dichloromethane in the presence of BF3-Et2O afforded directly the 6-chromanyl(phenyl)-lambda3-iodane-18C6 complex through tandem oxidative intramolecular cyclization yielding chroman and its regioselective phenyl-lambda3-iodanation.
Miyamoto
Kazunori
K
Graduate School of Pharmaceutical Sciences, University of Tokushima, 1-78 Shomachi, Tokushima, Japan.
Hirobe
Masaya
M
Saito
Motomichi
M
Shiro
Motoo
M
Ochiai
Masahito
M
D000438:Alcohols / Q000737:chemistry; D003500:Cyclization; D007455:Iodine / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D010084:Oxidation-Reduction; D020005:Propanols / Q000737:chemistry*
D000438:Alcohols; D020005:Propanols; D007455:Iodine