Multicomponent Copolycondensates via the Simultaneous Hantzsch and Biginelli Reactions

ACS Macro Lett. 2015 Nov 17;4(11):1189-1193. doi: 10.1021/acsmacrolett.5b00637. Epub 2015 Oct 15.

Abstract

The tricomponent Biginelli reaction and the tetracomponent Hantzsch reaction which share the same reaction modules (aldehyde and β-ketone ester) have been found compatible. Therefore, a series of copolycondensates containing both 1,4-dihydropyridine (1,4-DHP) and 3,4-dihydropyrimidin-2(1H)-one (3,4-DHPM) in the main chains via the simultaneous Hantzsch and Biginelli reactions have been facilely synthesized. The ratio of 1,4-DHP and 3,4-DHPM in the polymer congeners could be easily tuned by changing the feeding ratio of reactants, and the thermal properties of the obtained polymers are thereby adjusted. As the first attempt to prepare copolycondensate through the combination of two multicomponent reactions (MCRs), the current method revealed and utilized the interesting compatibility between MCRs, providing a new strategy to prepare multicomponent functional polymers.