Construction of a Polycyclic Conjugated System Containing a Dibenzazepine Moiety by Cationic Gold(I)-Catalyzed Cycloisomerization

Mamoru Ito; Ryosuke Kawasaki; Stephen Kyalo Kanyiva; Takanori Shibata

doi:10.1002/ejoc.201601147

Construction of a Polycyclic Conjugated System Containing a Dibenzazepine Moiety by Cationic Gold(I)-Catalyzed Cycloisomerization

Mamoru Ito, Ryosuke Kawasaki, Stephen Kyalo Kanyiva, Takanori Shibata

Global Center for Science and Engineering

Research output: Contribution to journal › Article

7 Citations (Scopus)

Abstract

A new π-conjugated system of nitrogen-containing polycyclic compounds was constructed by cationic Au^I-catalyzed cycloisomerization. Intramolecular reaction of 9-(2-alkynylphenyl)-9H-carbazole derivatives gave a variety of penta- and hexacyclic compounds possessing a dibenzazepine skeleton. The rigid carbazole structure was responsible for efficient 7-endo-dig cycloisomerization.

Original language	English
Pages (from-to)	5234-5237
Number of pages	4
Journal	European Journal of Organic Chemistry
Volume	2016
Issue number	31
DOIs	https://doi.org/10.1002/ejoc.201601147
Publication status	Published - 2016 Nov 1

Keywords

Conjugation
Cycloisomerization
Gold
Nitrogen heterocycles
Polycycles

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry

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Ito, M., Kawasaki, R., Kanyiva, S. K., & Shibata, T. (2016). Construction of a Polycyclic Conjugated System Containing a Dibenzazepine Moiety by Cationic Gold(I)-Catalyzed Cycloisomerization. European Journal of Organic Chemistry, 2016(31), 5234-5237. https://doi.org/10.1002/ejoc.201601147

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