title: Oxidative Rearrangement via in Situ Generated N-Chloroamine: Synthesis of Fused Tetrahydroisoquinolines.
abstract: An oxidative rearrangement reaction of spiro tetrahydroisoquinolines has been developed for the synthesis of fused tetrahydroisoquinolines using in situ generated N-chloroamines. The reaction proceeds via initial chlorination of an amine, followed by a 1,2-carbon to nitrogen migration, and nucleophilic trapping of a ketiminium ion intermediate in a one-pot operation. The electrophilic nature of N-chloroamines allowed for the carbon-nitrogen bond formation in this reation.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Osaka University , 1-6 Yamada-oka, Suita, Osaka 565-0871, Japan.
authors.forename: Kenichi
authors.initials: K
authors.lastname: Murai
authors.affiliation: Graduate School of Pharmaceutical Sciences, Osaka University , 1-6 Yamada-oka, Suita, Osaka 565-0871, Japan.
authors.forename: Kei
authors.initials: K
authors.lastname: Matsuura
authors.affiliation: Graduate School of Pharmaceutical Sciences, Osaka University , 1-6 Yamada-oka, Suita, Osaka 565-0871, Japan.
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Aoyama
authors.affiliation: Graduate School of Pharmaceutical Sciences, Osaka University , 1-6 Yamada-oka, Suita, Osaka 565-0871, Japan.
authors.forename: Hiromichi
authors.initials: H
authors.lastname: Fujioka