title: 1,6-Stannatropic strategy: effective generation and cyclization of 1,5-dipoles from o-stannylmethylated thioanilides or phenyl isothiocyanates.
abstract: [reaction: see text] A new method for the generation of 1,5-dipoles from o-stannylmethylated thioanilides via 1,6-stannatropy under neutral conditions was developed. Cyclization of the 1,5-dipoles afforded indole derivatives effectively. The strategy has potential for application to the generation of alternative 1,5-dipoles from o-stannylmethylated aryl isothiocyanates leading to indole derivatives having a stannylthio group that was readily converted to other functional groups.
authors.affiliation: Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Yamadaoka 2-1, Suita, Osaka 565-0871, Japan. minakata@chem.eng.osaka-u.ac.jp
authors.forename: Satoshi
authors.initials: S
authors.lastname: Minakata
authors.forename: Yukihiro
authors.initials: Y
authors.lastname: Kasano
authors.forename: Hirofumi
authors.initials: H
authors.lastname: Ota
authors.forename: Yoji
authors.initials: Y
authors.lastname: Oderaotoshi
authors.forename: Mitsuo
authors.initials: M
authors.lastname: Komatsu