Intramolecular Addition of a Dimethylamino C(sp 3)-H Bond across C-C Triple Bonds Using IrCl(DTBM-SEGPHOS)(ethylene) Catalyst: Synthesis of Indoles from 2-Alkynyl- N -methylanilines

Toshimichi Ohmura, Kaito Yagi, Takeru Torigoe, Michinori Suginome

Research output: Contribution to journalArticlepeer-review

Abstract

Intramolecular addition of a C(sp 3)-H bond of the dimethylamino group across the C-C triple bond in 2-alkynyl- N, N -dimethylanilines is effectively catalyzed by a new iridium complex, IrCl(DTBM-SEGPHOS)(C 2H 4), in mesitylene at 150 °C. The intramolecular C(sp 3)-H addition is followed by double-bond isomerization to afford 3-substituted indoles in good to high yields.

Original languageEnglish
Pages (from-to)3057-3064
Number of pages8
JournalSynthesis (Germany)
Volume53
Issue number17
DOIs
Publication statusPublished - Sep 1 2021

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

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