Synthesis of fully substituted naphthyridines: a novel domino four-component reaction in a deep eutectic solvent system based on choline chloride/urea
2016
Shaabani, Ahmad | Hooshmand, Seyyed Emad | Tabatabaei, Azadeh Tavousi
The diversity-oriented synthesis of a naphthyridine scaffold has been demonstrated via a novel domino four-component reaction. The syntheses were achieved by reacting a diamine, 1,1-bis(methylthio)-2-nitroethylene, 2-aminoprop-1-ene-1,1,3-tricarbonitrile, and various carbonyl compounds using a deep eutectic solvent (DES), based on choline chloride/urea, thus providing a new class of poly-functionalized fused naphthyridine derivatives with the concomitant formation of three new rings and six σ bonds. The reaction conditions were mild and did not require additional base catalysts. Given the inexpensive, nontoxic, and recyclable nature of the DES, these reaction conditions are simple and highly environmentally friendly.
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