The polycondensation of diamines and dialdehydes promoted by an N‐heterocyclic carbene (NHC) catalyst in the presence of a quinone oxidant and hexafluoro‐2‐propanol (HFIP) is herein presented for the synthesis of oligomeric polyamides (PAs), which are obtained with a number‐average molecular weight (Mn) in the range of 1.7–3.6 kg mol−1 as determined by NMR analysis. In particular, the utilization of furanic dialdehyde monomers (2,5‐diformylfuran, DFF; 5,5’‐[oxybis(methylene)]bis[2‐furaldehyde], OBFA) to access known and previously unreported biobased PAs is illustrated. The synthesis of higher molecular weight PAs (poly(decamethylene terephthalamide, PA10T, Mn = 62.8 kg mol−1; poly(decamethylene 2,5‐furandicarboxylamide, PA10F, Mn = 6.5 kg mol−1) by a two‐step polycondensation approach is also described. The thermal properties (TGA and DSC analyses) of the synthesized PAs are reported.