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A simple one-pot method for the synthesis of isomeric pyrrolo[1,2-x][1,4]diazepinones in reasonable yields was developed. The method is based on the condensation of readily available N-Boc amino acids with biomass-derived furans containing aminoalkyl groups followed by deprotection, furan ring opening, and the Paal-Knorr cyclization. Using this approach, we synthesized pyrrolo[1,2-a][1,4]diazepin-3(2H)-ones from furfurylamines and alpha-amino acids and pyrrolo[1,2-d][1,4]diazepine-4(5H)-ones from 2-(2-furyl)ethylamines and beta-amino acids