Gold(I)-catalyzed 10-endo-dig-selective cycloisomerization of N-(2-anilinobenzyl)propargylamines

Mamoru Ito, Daisuke Inoue, Asahi Takaki, Kyalo Stephen Kanyiva, Takanori Shibata

Research output: Contribution to journalArticle

Abstract

– The cationic gold(I)-catalyzed 10-endo-dig-selective cycloisomerization of N-(2-anilinobenzyl)propargylamine derivatives was developed. The reaction proceeded smoothly under mild conditions to give dibenzodiazecines. The catalytic construction of an entropically and enthalpically disfavored ten-membered ring was achieved by using a highly nucleophilic 3,5-dimethoxyanilino group as a reaction site.

Original languageEnglish
Pages (from-to)195-208
Number of pages14
JournalHeterocycles
Volume101
Issue number1
DOIs
Publication statusPublished - 2020

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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