A Novel and Efficient Catalyst to One-Pot Synthesis of 2-Amino-4H-chromenes by p-Toluenesulfonic Acid

Untitled

“…The reaction of arylaldehydes with malononitrile and 1-naphthol has been utilized for the preparation of 2-amino-4H-chromenes; some acidic and basic catalysts have been applied for this reaction [13][14][15][16][17][18][19][20]. Some biological activities of this class of chromene derivatives include antimicrobial [21], antitumor [22], antiviral [23], and sex pheromone [24] properties.…”

Nickel Oxide-Catalyzed Synthesis of 4-Amino-2H-Chromenes: Its Application in Antimicrobial Studies and Towards Protein Docking

“…The synthesis of 2-amino-4H-chromenes has already been prepared by heating a mixture of malono-nitrile, aldehyde and activated phenol in the presence of hazardous organic bases such as piperidine [10]. Although different synthetic methods are available to prepare these heterocyclic systems using methane sulphonic acid, preyssler heteropoly acid, ammonium acetate, N,N-dimethylamino-functionalized basic ionic liquid, CuSO 4 •5H 2 O, DBU, chitosan, p-toluene sulfonic acid, Ca(OH) 2 , nano-magnesium oxide, hexadecyltrimethyl ammonium bromide (HTMAB), polyamine catalyst, 2,2,2-trifluoroethanol, Mg/Al hydrotalcite, microwave-assisted, DBU, PbO, nitriles have been reviewed [11][12][13][14][15][16][17][18][19][20][21][22][23][24][25][26][27][28]. To the best of our knowledge there is no report in the literature using green NiO nanoparticle as a catalyst for the synthesis of 2-amino-4H-chromenes.…”

Aegle marmelos in heterocyclization: greener, highly efficient, one-pot three-component protocol for the synthesis of highly functionalized 4H-benzochromenes and 4H-chromenes

“…11 Indeed, vegetables and edible fruits are the food resources that are being characterized by natural products, containing chromene moiety in their structure. 12 Synthesis of 4H-benzochromenes has been achieved by condensation of aromatic aldehyde, malononitrile and a/bnaphthols in presence of various acid catalysts such as methanesulphonic acid, 13 16 as well as basic catalysts such as g-alumina, 17 Na 2 CO 3 , 18 K 2 CO 3 , 19 piperidine, 20 nano sized MgO 21 and NaOH. 22 This reaction was also reported by employing PTCs such as 1-butyl-3-methylimidazolium hydroxide([bmim]OH), 23 hexadecyltrimethylammonium bromide (HTMAB), 24 cetyltrimethylammonium bromide (CTAB) coupled with ultrasound, 25 triethylbenzylammonium chloride (TEBA), 26 cetyltrimethylammonium chloride (CTAC), 27 and N,N-dimethyl aminoethyl benzyl dimethyl ammonium chloride.…”