Aqueous microwave-assisted DMAP catalyzed synthesis of beta-phosphonomalonates and 2-amino-4H-chromen-4-ylphosphonates via a domino Knoevenagel-phospha-Michael reaction

摘要

An aqueous microwave (mw)-assisted DMAP catalyzed one-pot highly efficient route to synthesize beta-phosphonomalonates and 2-amino-4H-chromen-4-yl phosphonates has been demonstrated via the domino Knoevenagel-phospha-Michael reaction of aryl aldehyde/salicylaldehyde, malononitrile/ethyl cyanoacetate and alkyl phosphite ester. Optimization of reaction conditions were performed by using conventional and microwave synthetic approaches. This conversion proceeded smoothly to deliver the desired product in good to excellent yields (75-95%) in a short reaction time (10-12 min). The present methodology is very simple, environmentally benign, high yielding and has very well demonstrated the synergistic effect of water and microwaves. (C) 2016 Academie des sciences. Published by Elsevier Masson SAS. All rights reserved.