Preparation and Application of Perchloric Acid Supported on Alumina (Al₂O₃‐HClO₄) to the Synthesis of α‐(α‐Amidobenzyl)‐β‐naphthols

Abstract

Preparation of perchloric acid supported on alumina and its primary application as a solid supported heterogeneous catalyst to the synthesis of α-(α-amidobenzyl)-β-naphthols by a one-pot, three-component condensation of benzaldehydes, β-naphthol and acetamide or benzamide under thermal solvent-free conditions were described. The present methodology offers several advantages such as simple procedure, shorter reaction time, and excellent yields.

Homogeneous and heterogeneous catalysts for multicomponent reactions

“…A variety of homogeneous (such as iodine, 228 Ce(SO 4 ) 2 , 229 p-TSA 230 ) and heterogeneous catalysts have been reported in the literature [231][232][233][234][235][236][237] 15 summarizes the yields and experimental conditions for the formation of N-[phenyl-(2-hydroxynaphthalen-1-yl)-methyl]-acetamide using different acid catalysts reported in the literature.…”

Silica-bonded propylpiperazine-N-sulfamic acid as recyclable solid acid catalyst for preparation of 2-amino-3-cyano-4-aryl-5,10-dioxo- 5,10-dihydro-4H-benzo[g]chromenes and hydroxy-substituted naphthalene-1,4-dione derivatives

“…In a continuation of our studies on the use of solid acid catalysts in organic transformations [23][24][25][26][27], we report an efficient method for the synthesis of 2-amino-3-cyano-4-aryl-5,10dioxo-5,10-dihydro-4H-benzo[g]chromenes, using silicabonded propylpiperazine-N-sulfamic acid (SBPPSA) [28][29][30][31] as the catalyst, by three-component condensation reactions of aromatic aldehydes, malononitrile, and 2-hydroxynaphthalene-1,4-dione under ambient and solvent-free conditions (Scheme 1).…”

Copper Nitrate Trihydrate Catalyzed Efficient One Pot Synthesis of Amidoalkylnaphthol Derivatives.

“…[5,6] The importance of amidoalkyl naphthols for their synthesis has attracted renewed attention and various improved procedures have been reported. Several alternative and efficient methods have been developed for the synthesis of amidoalkylnaphthol derivatives by multi component reaction of β-naphthol, aldehyde and amide in the presence of different catalysts such as Montmorillonite K10clay, [7] Ce(SO 4 ) 2 , [8] K 5 CoW 12 O 40 .3H 2 O, [9] p-TSA, [10] Sulfamic acid/ultrasound, [11] Ionic liquids, [12] Indion-130, [13] Al(H 2 PO 4 ) 3 , [14] F e (HSO 4 ) 3, [15] Yb(OTf) 3 , [16] W e tcyanuric chloride, [17] A l 2 O 3 -HClO 4 , [18] S i lica chloride (SiO 2 -Cl)/ultrasound, [19] indium(III)chloride, [20] S r (OTf) 2 , [21] P 2 O 5 , [22] NaHSO 4 .SiO 2, [23] H 4 SiW 12 O 40 , [24] Zeolite H-BEA, [25] N,N,N',N'-Tetrabromobenzene-1,3-disulfonamide(TBBD), [26] KHSO 4, [27] tritylchloride [28] Bismuth(III) nitrate pentahydrate, [29] H 3 BO 3, [30] M g (ClO 4 ) 2, [31] MNPs-SO 3 H, [32] and Succinic acid. [33] In which some of often involves the use of expensive reagents, hazard solvents and tedious workup.…”