2011
DOI: 10.1016/j.ultsonch.2010.09.011
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Cavitational chemistry: A mild and efficient multi-component synthesis of amidoalkyl-2-naphthols using reusable silica chloride as catalyst under sonic conditions

Abstract: a b s t r a c tAn efficient and direct procedure for the synthesis of amidoalkyl-2-naphthol derivatives has been described. The process employs a three-component cyclocondensation reaction in one-pot using b-naphthol, aromatic aldehyde and acetamide or benzamide in the presence of silica chloride accelerated by ultrasound giving the product in excellent yield in very short duration.

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Cited by 43 publications
(10 citation statements)
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“…1,3‐Oxazines have potentially different biological activities including antibiotic, antitumor, analgesic, anticonvulsant, antipsychotic, antimalarial, antianginal, antihypertensive, and antirheumatic properties . Several catalysts have been reported to catalyze the synthesis of 1‐Amidoalkyl‐2‐naphthols, including trityl chloride, [Msim]Cl, Ionic liquid triethylamine‐bonded sulfonic acid, 1,3‐disulfonic acid imidazolium hydrogen sulfate, Saccharin sulfonic acid, pyrazine‐1,4‐diium trinitromethanide, silica gel supported dual acidic ionic liquid, 1‐hexanesulphonic acid sodium salt, hafnium (IV) bis(perfluorooctanesulfonyl)imide complex, silica chloride, Ce(SO 4 ) 2 , Fe(HSO 4 ) 3 , sulfamic acid/ultrasound, [23a] multi‐wall carbon nanotube supported Co (II) Schiff base complex, [23b] poly(bis‐imidazolium‐p‐phenylenesulfonic acid), [23c] and graphene oxide [23d] . Thus, search for finding an efficient, general and nonpolluting protocol for the synthesis of 1‐aminoalkyl‐2‐naphthols is still of practical importance.…”
Section: Introductionmentioning
confidence: 99%
“…1,3‐Oxazines have potentially different biological activities including antibiotic, antitumor, analgesic, anticonvulsant, antipsychotic, antimalarial, antianginal, antihypertensive, and antirheumatic properties . Several catalysts have been reported to catalyze the synthesis of 1‐Amidoalkyl‐2‐naphthols, including trityl chloride, [Msim]Cl, Ionic liquid triethylamine‐bonded sulfonic acid, 1,3‐disulfonic acid imidazolium hydrogen sulfate, Saccharin sulfonic acid, pyrazine‐1,4‐diium trinitromethanide, silica gel supported dual acidic ionic liquid, 1‐hexanesulphonic acid sodium salt, hafnium (IV) bis(perfluorooctanesulfonyl)imide complex, silica chloride, Ce(SO 4 ) 2 , Fe(HSO 4 ) 3 , sulfamic acid/ultrasound, [23a] multi‐wall carbon nanotube supported Co (II) Schiff base complex, [23b] poly(bis‐imidazolium‐p‐phenylenesulfonic acid), [23c] and graphene oxide [23d] . Thus, search for finding an efficient, general and nonpolluting protocol for the synthesis of 1‐aminoalkyl‐2‐naphthols is still of practical importance.…”
Section: Introductionmentioning
confidence: 99%
“…Hence, the exploration of a simple, efficient, and green method for the synthesis of acridines using electron-deficient amines and electron-deficient aldehydes is of current interest. In continuation with our work on one-pot multicomponent reactions under sonic condition [1719], we, herein, report the synthesis of a series of acridines by a one-pot four-component reaction as shown in Schemes 1 and 2. To the best of our knowledge, the synthesis of acridines from fluorinated aromatic amines and heterocyclic amines using an inexpensive catalyst under sonic condition is not reported yet.…”
Section: Introductionmentioning
confidence: 99%
“…A large number of solid-supported reagents like SiO 2 -SO 3 H [2], PPA-SiO 2 [3], and HClO 4 -SiO 2 [4] have been developed over the period of time and have been used in many chemical reactions. In our laboratory we have developed many silica-based reagents [5], which fascinated us for the development of other solid-supported reagents.…”
Section: Introductionmentioning
confidence: 99%