Amine Functionalized Dendronized Polymer as a Homogeneous Base Catalyst for the Synthesis of Polyhydroquinolines and 4-Arylidene-3-Methylisoxazol-5(4H)-Ones

Abstract

Novel isosorbide initiated polyepichlorohydrin cored PPI dendronized polymer (ISO-PECH-Amine-G1) has been prepared and its structure was determined by different spectro- analytical techniques. The catalytic activity of ISO-PECH-Amine-G1 was explored for the synthesis of polyhydroquinolines and 4-arylidene-3-methylisoxazol-5(4H)-ones. From an eco-benign perspective, the notable advantages of this protocol are as follows: (i) water as reaction medium, (ii) transition metal-free, (iii) no toxic by-products, (iv) room temperature reaction, (v) simple experimental and work-up procedure, (vi) high conversion, (vii) shorter reaction time, (viii) diverse substrate scope, (ix) no need of solvent extraction and (x) facile reusability of the catalyst. In addition, computational calculations were performed using the B3LYP/6-31G level of theory to explore various density functional theory (DFT) based descriptors such as dipole moment, hardness, chemical potential, electrophilicity index, and the nucleophilicity index of the synthesized derivatives.