IBX-I2 redox couple for facile generation of IOH and I+: expedient protocol for iodohydroxylation of olefins and iodination of aromatics.
IBX is readily reduced to IBA in the presence of molecular iodine in DMSO to generate hypoiodous acid (IOH), which reacts with a variety of olefins as well as alpha,beta-unsaturated ketones leading to their respective iodohydrins with anti stereochemistry. The same redox chemistry in acetonitrile containing TFA produces iodonium ions for facile iodination of a variety of aromatic compounds in respectable isolated yields.
Moorthy
Jarugu Narasimha
JN
Department of Chemistry, Indian Institute of Technology, Kanpur 208 016, India. moorthy@iitk.ac.in
Senapati
Kalyan
K
Kumar
Sarvesh
S