Journal
ORGANIC LETTERS
Volume 18, Issue 10, Pages 2487-2490Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b01067
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Funding
- Scientific Research on Innovative Area Precisely Designed Catalysts with Customized Scaffolding from MEXT, Japan [16H01000]
- Grants-in-Aid for Scientific Research [16H01000] Funding Source: KAKEN
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A novel intramolecular oxidative diamination of bis(2-aminophenyl)acetylene for the synthesis of the structurally intriguing irconjugated polyheterocyclic scaffold, 5,10-dihydroindolo[3,2-b]indole (DHII), has been developed under Cu(hfacac)(2)/O-2 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.
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