title: Regio- and stereoselective synthesis of ferrocene-containing β-iodoallylic esters and ethers from the iodofunctionalization of ferrocenylallene with carboxylic acids, phenols, and alcohols.
abstract: The iodofunctionalization of ferrocenylallene with carboxylic acids, phenols, and alcohols is described. The reaction proceeds smoothly in the presence of molecule iodine as a halonium promoter and using various carboxylic acids, phenols, and alcohols as nucleophiles to give the corresponding ferrocene-containing β-iodoallylic ester and ether products in moderate to high yields and with high regio- and stereoselectivities. It can be envisaged that the regio- and stereoselectivity of this reaction may be controlled by the steric effect of the bulky ferrocene group. The presence of the C-I bond in the corresponding products makes these molecules highly attractive from a synthetic point of view, as it provides an opportunity for further transformations. Thus, palladium-catalyzed Heck coupling, Suzuki coupling, Sonogashira coupling, and copper-catalyzed click reactions were carried out successfully.
authors.affiliation: Department of Chemistry and Chemical Engineering, Inner Mongolia University , Hohhot 010021, People's Republic of China.
authors.forename: Shufeng
authors.initials: S
authors.lastname: Chen
authors.forename: Hongli
authors.initials: H
authors.lastname: Zhang
authors.forename: Qing
authors.initials: Q
authors.lastname: Yan
authors.forename: Chenjun
authors.initials: C
authors.lastname: Wang
authors.forename: Fei
authors.initials: F
authors.lastname: Han
authors.forename: Kaixin
authors.initials: K
authors.lastname: Zhang
authors.forename: Haiying
authors.initials: H
authors.lastname: Zhao
authors.forename: Baoguo
authors.initials: B
authors.lastname: Li