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. 2016 Jul 15;18(14):3390-3.
doi: 10.1021/acs.orglett.6b01546. Epub 2016 Jul 1.

Metal-Free [2 + 2 + 2] Cycloaddition of Ynamides with Nitriles to Construct 2,4-Diaminopyridines

Jingyi Zhang  1 , Qingshuang Zhang  1 , Biao Xia  1 , Jie Wu  1 , Xiao-Na Wang  1 , Junbiao Chang  1
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Metal-Free [2 + 2 + 2] Cycloaddition of Ynamides with Nitriles to Construct 2,4-Diaminopyridines

Jingyi Zhang et al. Org Lett. .

Abstract

We present a metal-free [2 + 2 + 2] cycloaddition of ynamides with nitriles that enables highly efficient access to 2,4-diaminopyridines. This catalytic protocol is more environmentally friendly and allows for a concomitant construction of C-C and C-N bonds between ynamides and nitriles, exhibiting excellent chemoselectivity, regioselectivity, and wide functional groups tolerance.

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