Regio and diastereoselective synthesis of functionalized 2,3-dihydrofuro[3,2-c]coumarins via a one-pot three-component reaction

ChemInform Abstract: Synthesis of Naphthalene Functionalized trans‐2,3‐Dihydrofuro[3,2‐c]coumarins as Antioxidant and Anthelmintic Agents.

“…The 1 H NMR spectrum displaying two doublets at δ 4.88-4.86 and δ 6.24-6.27 ppm confirmed the two protons on C-2 and C-3 of the dihydrofuran ring with the vicinal coupling constant J = 3.6 Hz. According to the careful analysis and comparison with the previously reported results, it was concluded that the 2,3dihydrofuro[3,2-c]coumarins are trans-isomers [11,12]. Signals in the range of δ 8.32-7.25 ppm show the presence of aromatic protons.…”

“…Diastereoselective synthesis of fused dihydrofuran derivatives utilizing multicomponent reactions has recently appeared in the literature [11,12]. The disadvantage associated with these methods is the use of toxic and lachrymatory α-haloketones.…”

Synthesis of Naphthalene Functionalized Trans‐2,3‐dihydrofuro[3,2‐c]coumarins as Antioxidant and Anthelmintic Agents

“…The 1 H NMR spectrum displaying two doublets at δ 4.88–4.86 and δ 6.24–6.27 ppm confirmed the two protons on C‐2 and C‐3 of the dihydrofuran ring with the vicinal coupling constant J = 3.6 Hz. According to the careful analysis and comparison with the previously reported results, it was concluded that the 2,3‐dihydrofuro[3,2‐c]coumarins are trans ‐isomers . Signals in the range of δ 8.32–7.25 ppm show the presence of aromatic protons.…”

“…Diastereoselective synthesis of fused dihydrofuran derivatives utilizing multicomponent reactions has recently appeared in the literature . The disadvantage associated with these methods is the use of toxic and lachrymatory α‐haloketones.…”

A concise synthesis of furo[3,2-c]coumarins catalyzed by nanocrystalline ZnZr4(PO4)6 ceramics under microwave irradiation

“…Therefore, searching for efficient and concise techniques for the synthesis of furocoumarins through multicomponent reactions is a remarkable challenge. A number of methods has been developed for the synthesis of furocoumarins in the presence of diverse catalysts such as pyridine or a mixture of AcOH and AcONH 4 [9], ionic liquid [BMIm]OH [10], Pd(CF 3 COO) 2 [11], CuBr 2 [12], Nmethylimidazolium [13], Et 3 N [14], Bu 3 P and Et 3 N [15], polyphosphoric acid or KOH [16] and Rh 2 (OAc) 4 [17].…”