127309-06-2Relevant articles and documents
Nitrosonium Ion Promoted Iodination and 1,2-Iodofunctionalization of Cyclohexene
Radner, Finn
, p. 902 - 907 (2007/10/02)
The promoting influence of NO+BF4- on the addition of I2 or 'I+Nu-' couples to cyclohexene (1) in the presence of O2 is described. 1-Acetoxy-2-iodocyclohexane is obtained in 89percent isolated yield from the reaction of I2, 1 and CH3COOH in CH2Cl2, and the corresponding methoxy- and acetamido-substituted iodocyclohexanes are obtained in 96 and 92percent yield, when methanol and acetonitrile, respectively, are added.Applications of the method to the synthesis of cis-1,2-cyclohexanediol (Woodward reaction) and bis(2-iodocyclohexyl) ether is described.