Cationic Au(I)-catalyzed cycloisomerization of N-(2-alkynylphenyl)indolines for the construction of indolobenzazepine skeleton

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

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

An intramolecular reaction of N-(2-alkynylphenyl)indolines proceeded efficiently to give indolo[1,7-ab][1]benzazepine derivatives in high to excellent yields by cationic Au(I)-catalyzed 7-endo-dig selective cycloisomerization along with DDQ oxidation. The present transformation could be used for the intramolecular reaction of N-(2-alkynylphenyl)-1,2,3,4-tetrahydroquinoline and N-(2-alkynylphenyl)-N-methylaniline, and construction of a dibenzazepine skeleton was achieved.

Original languageEnglish
Pages (from-to)2229-2246
Number of pages18
JournalHeterocycles
Volume94
Issue number12
DOIs
Publication statusPublished - 2017 Jan 1

Fingerprint

Benzazepines
Skeleton
Derivatives
Oxidation
1,2,3,4-tetrahydroquinoline
dibenzazepine
indoline
methylaniline

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

Cite this

Cationic Au(I)-catalyzed cycloisomerization of N-(2-alkynylphenyl)indolines for the construction of indolobenzazepine skeleton. / Ito, Mamoru; Inoue, Daisuke; Kawasaki, Ryosuke; Kanyiva, Stephen Kyalo; Shibata, Takanori.

In: Heterocycles, Vol. 94, No. 12, 01.01.2017, p. 2229-2246.

Research output: Contribution to journalArticle

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