ao7b00426_si_001.pdf (15.45 MB)
Copper-Promoted Regioselective Intermolecular Diamination of Ynamides: Synthesis of Imidazo[1,2‑a]pyridines
journal contribution
posted on 2017-06-19, 13:12 authored by Vikas Dwivedi, Ravi Kumar, Kavita Sharma, Balasubramanian Sridhar, Maddi Sridhar ReddyA facile access to 3-heterosubstituted
(3-oxazolidinonyl/indolyl/phenoxy)
imidazo[1,2-a]pyridines from readily available 2-aminopyridines
and electron-rich (internally activated) alkynes like ynamides/ynamines/ynol
ethers is achieved via Cu(OTf)2-mediated intermolecular
diamination under aerobic conditions. The reaction is highly regioselective,
owing to internal electron bias, and thus led to a single regioisomer
with heterosubstitution at C3.