With the optimized conditions in hand the reaction was extended to other amines (Scheme 1). Used in conjunction with dibenzylamine, all three morpholine, piperidine and diallylamine afforded the desired mixed product as a single regioisomer in good yields (1a-1c, 59-70 % yield). Simultaneous use of N-methylaniline and morpholine gave as major product the DCP containing the arylamine in position 5 (1d, 62% yield), although traces of product with the arylamine in position 4 were detected, which could not be properly purified for characterization. When the reaction was performed in the presence of tetrahydroquinoline (THQ) and morpholine, the major product exhibits THQ in position 5 (1e, 68 % yield), similar to dibenzylamine. These results indicate a trend that benzyl and aryl amines tend to be incorporated on the carbocycle in position 5, whereas alkyl amines are incorporated in position 4. Moreover, a selection of amines encompassing protecting groups were prepared by reductive amination and reacted with furfural in the presence of morpholine. The selected examples were N-benzylpropan-1-amine, N-(4-methoxybenzyl)propan-1amine, N-(4-nitrobenzyl)propan-1-amine, and N-(2-nitrobenzyl)propan-1-amine which can be deprotected under hydrogenation conditions, oxidative conditions, basic conditions , and under UV irradiation correspondingly. The propyl-benzylamines afforded the desired products in moderate to good yields (1f-1i, 48-60% yield), with electronwithdrawing nitro substituents on the lower end of the yield range (48 -49% yield). Additionally, orthogonally protected N-allyl-benzylamines also reacted with furfural and morpholine, affording the desired products in good yields (1j-1l, 56 -60% yield). Finally, N-aryl-benzylamines were also employed, in which the desired mixed DCP were obtained with electron rich arylamines. However, the reaction did not withstood electron withdrawing groups such as 4-chloro, 4-CF3 and 4-nitro anilines.