Transformations of 4,4,5,5,6,6,7,7,7-nonafluoro-2-iodoheptyl glycidyl ether upon the action of nucleophiles and reducing agents

Selective substitution of the iodine atom for hydrogen in 4,4,5,5,6,6,7,7,7-nonafluoro-2-iodoheptyl glycidyl ether has been performed upon the action of Bu₃SnH/Bz₂O₂, which led to the corresponding deiodination product in 82% yield. The epoxide ring opening in the title substrate was observed in its reaction with methanol and acetone in the presence of a Lewis acid, as well as upon the action of thiourea, morpholine, and sodium azide. In the last two cases, the formation of secondary alcohols is accompanied by dehydroiodination.