N-Methyl Transfer Induced Copper-Mediated Oxidative Diamination of Alkynes

Hon Eong Ho, Kazuaki Oniwa, Yoshinori Yamamoto, Tienan Jin

Research output: Contribution to journalArticlepeer-review

53 Citations (Scopus)


A novel intramolecular oxidative diamination of bis(2-aminophenyl)acetylene for the synthesis of the structurally intriguing -conjugated polyheterocyclic scaffold, 5,10-dihydroindolo[3,2-b]indole (DHII), has been developed under Cu(hfacac)2/O2 oxidation systems. The structure design of bis(2-aminophenyl)acetylene bearing both N,N-dimethylamine and primary amine groups is crucial for constructing the corresponding DHII scaffold. Notably, an intermolecular N-methyl transfer from the nitrogen atom of N,N-dimethylamine to the primary amine takes place, which is a critical step for the successful implementation of the present annulation process.

Original languageEnglish
Pages (from-to)2487-2490
Number of pages4
JournalOrganic Letters
Issue number10
Publication statusPublished - 2016 May 20


Dive into the research topics of 'N-Methyl Transfer Induced Copper-Mediated Oxidative Diamination of Alkynes'. Together they form a unique fingerprint.

Cite this