An efficient and direct procedure has been developed for the preparation of amidoalkyl naphthols by a one-pot condensation of aryl aldehydes, 2-naphthol and urea or amides, in the presence of HClO4-SiO2 as a heterogen...An efficient and direct procedure has been developed for the preparation of amidoalkyl naphthols by a one-pot condensation of aryl aldehydes, 2-naphthol and urea or amides, in the presence of HClO4-SiO2 as a heterogeneous catalyst. The reactions were carried out under reflux and solvent-free conditions. The present methodology offers several advantages such as excellent yields, simple procedure, easy work-up and ecofriendly reaction condition. The catalyst is easily prepared, stable, reusable and efficient under the reaction conditions.展开更多
An efficient and direct procedure has been developed for the preparation of amidoalkyl naphthols by a one-pot condensation of aryl aldehydes, 2-naphthol and urea or amides, in the presence of wet-cyanuric chloride (w...An efficient and direct procedure has been developed for the preparation of amidoalkyl naphthols by a one-pot condensation of aryl aldehydes, 2-naphthol and urea or amides, in the presence of wet-cyanuric chloride (wet-TCT) as a catalyst. The reactions were carried out under solvent-free media. The present methodology offers several advantages such as excellent yields, simple procedure and eco-friendly reaction condition.展开更多
Abstract: We described the synthesis of two 5-substituted γ-lactams Ⅰand Ⅱ by sulfone-baaed α-amidoalkylation method. This constitiutes the formal synthesis of ant venom alkaloids 2 and 3 in racemic form. The key ...Abstract: We described the synthesis of two 5-substituted γ-lactams Ⅰand Ⅱ by sulfone-baaed α-amidoalkylation method. This constitiutes the formal synthesis of ant venom alkaloids 2 and 3 in racemic form. The key intermediate 18 for the chiral synthesis of 2 and 3 was prepared from new chiral sulfone 7 by the same method.展开更多
An efficient and direct procedure for the synthesis of amidoalkylnaphthol derivatives employing a multi-component and one-pot condensation reaction of 2-naphthol, aromatic aldehyde and ace-tonitrile in the presence of...An efficient and direct procedure for the synthesis of amidoalkylnaphthol derivatives employing a multi-component and one-pot condensation reaction of 2-naphthol, aromatic aldehyde and ace-tonitrile in the presence of tetrachlorosilane (TCS). A binary reagent from (TCS)/ZnCl2 was used upon applying benzonitrile.展开更多
One pot synthesis of amidoalkyl naphthols by reaction of aromatic aldehydes,2-naphthol and amide/urea using nano-sulfated zirconia as a catalyst is reported.The reaction was carried out under solvent-free conditions.T...One pot synthesis of amidoalkyl naphthols by reaction of aromatic aldehydes,2-naphthol and amide/urea using nano-sulfated zirconia as a catalyst is reported.The reaction was carried out under solvent-free conditions.The method gave good yields of amidoalkyl naphthols in short reaction time.The catalyst is recycled for five consecutive times without loss of activity.展开更多
Barium phosphate(Ba_3(PO_4)_2) nano-powder was successfully synthesized via a simple precipitation route without any surfactant. The prepared nano-powder was applied for the facile synthesis of 1-amidoalkyl-2-naph...Barium phosphate(Ba_3(PO_4)_2) nano-powder was successfully synthesized via a simple precipitation route without any surfactant. The prepared nano-powder was applied for the facile synthesis of 1-amidoalkyl-2-naphthol derivatives using multi-component reaction of aldehydes, 2-naphthol and an amide(or urea) in high yields.展开更多
Bismuth(Ⅲ) nitrate pentahydrate catalyzed the three-component condensation ofβ-naphthol,aldehydes and amines/urea under solvent-free conditions to afford the corresponding amidoalkyl naphthols in excellent yields.
Amidoalkyl naphthols have been synthesized in high yields in the presence of 1-hexanesulphonic acid sodium salt as an inexpensive solid catalyst under solvent-free conditions and microwave-irradiation.This catalyst pr...Amidoalkyl naphthols have been synthesized in high yields in the presence of 1-hexanesulphonic acid sodium salt as an inexpensive solid catalyst under solvent-free conditions and microwave-irradiation.This catalyst provides clean conversion;greater selectivity and easy workup make this protocol practical and economically attractive.展开更多
A green protocol for the preparation of amidoalkyl naphthols from three-component one-pot condensation of 2-naphthol, aldehydes, amides or urea in the presence of silica supported methanesulfonic acid under thermal so...A green protocol for the preparation of amidoalkyl naphthols from three-component one-pot condensation of 2-naphthol, aldehydes, amides or urea in the presence of silica supported methanesulfonic acid under thermal sol- vent-free conditions has been described. The catalyst is stable, efficient, easily prepared, and reusable. The remarkable features of this methodology are short reaction time, excellent yields, simple experimental and work-up procedures.展开更多
N-Acetyl-P. m or o-nitro-phenylethylamines and (HCHO). were treated in 60% H,SO./HOAc. via α -amidoalkylation to give 2-acetyl-mono(5, 6, 7 or 8)-nitro-l .2,3.4- tetrahydroisoquinolines. Additionally. solme interesti...N-Acetyl-P. m or o-nitro-phenylethylamines and (HCHO). were treated in 60% H,SO./HOAc. via α -amidoalkylation to give 2-acetyl-mono(5, 6, 7 or 8)-nitro-l .2,3.4- tetrahydroisoquinolines. Additionally. solme interesting phenomena were observed when the comparison between 2-acetyl-5, 6. 7 or 8-nitro-l,2.3.4-tetrahydroisoqui and 2-alkylsulfonyl-5. 6 or 7nitro-l,2.3,4-tetrahydroisoquinolines was made.展开更多
An efficient, environmentally friendly procedure for the synthesis of amidoalkyl naphthols through the one‐pot, three‐component reaction of β‐naphthol, aryl aldehydes, and acetamide in the presence of a carbon‐ba...An efficient, environmentally friendly procedure for the synthesis of amidoalkyl naphthols through the one‐pot, three‐component reaction of β‐naphthol, aryl aldehydes, and acetamide in the presence of a carbon‐based solid acid under thermal solvent‐free conditions is described. The beneficial fea-tures of this new synthetic approach include short reaction time, high yields, clean reaction profiles, and a simple work‐up procedure. Furthermore, the catalyst can be readily recycled and reused four times without obvious significant loss of activity. The structure of the catalyst was confirmed by Fourier transform infrared spectroscopy, N2 adsorption/desorption analysis, and X‐ray diffraction.展开更多
A facile and efficient method has been developed for the synthesis of 1-amidoalkyl-2-naphthols via the one-pot multi-component condensation of 2-naphthol with aromatic aldehydes and acetamide or thioacetamide in the p...A facile and efficient method has been developed for the synthesis of 1-amidoalkyl-2-naphthols via the one-pot multi-component condensation of 2-naphthol with aromatic aldehydes and acetamide or thioacetamide in the presence of melamine-Br3 under solvent-free conditions. There are several advantages to this reaction, including high yields, short reaction time, and high catalytic efficiency.展开更多
A short formal stereoselective synthesis of (-)-swainsonine (1) is described. Our synthesis started with the versatile building block (R)-3-benzyloxyglutarimide 5. Through controlled regioselective reduction, Le...A short formal stereoselective synthesis of (-)-swainsonine (1) is described. Our synthesis started with the versatile building block (R)-3-benzyloxyglutarimide 5. Through controlled regioselective reduction, Ley's-sulfone chemistry (N-α-sulfonylation and ZnCl2-catalyzed N-α-amidovinylation), an RCM reaction, and an amide reduction, the synthesis of unsaturated indolizidine (8R,8aS)-3 has been achieved in five steps. The indolizidine (8R,8aS)-3 is an advanced intermediate toward the synthesis of (-)-swainsonine (1).展开更多
文摘An efficient and direct procedure has been developed for the preparation of amidoalkyl naphthols by a one-pot condensation of aryl aldehydes, 2-naphthol and urea or amides, in the presence of HClO4-SiO2 as a heterogeneous catalyst. The reactions were carried out under reflux and solvent-free conditions. The present methodology offers several advantages such as excellent yields, simple procedure, easy work-up and ecofriendly reaction condition. The catalyst is easily prepared, stable, reusable and efficient under the reaction conditions.
文摘An efficient and direct procedure has been developed for the preparation of amidoalkyl naphthols by a one-pot condensation of aryl aldehydes, 2-naphthol and urea or amides, in the presence of wet-cyanuric chloride (wet-TCT) as a catalyst. The reactions were carried out under solvent-free media. The present methodology offers several advantages such as excellent yields, simple procedure and eco-friendly reaction condition.
文摘Abstract: We described the synthesis of two 5-substituted γ-lactams Ⅰand Ⅱ by sulfone-baaed α-amidoalkylation method. This constitiutes the formal synthesis of ant venom alkaloids 2 and 3 in racemic form. The key intermediate 18 for the chiral synthesis of 2 and 3 was prepared from new chiral sulfone 7 by the same method.
文摘An efficient and direct procedure for the synthesis of amidoalkylnaphthol derivatives employing a multi-component and one-pot condensation reaction of 2-naphthol, aromatic aldehyde and ace-tonitrile in the presence of tetrachlorosilane (TCS). A binary reagent from (TCS)/ZnCl2 was used upon applying benzonitrile.
文摘One pot synthesis of amidoalkyl naphthols by reaction of aromatic aldehydes,2-naphthol and amide/urea using nano-sulfated zirconia as a catalyst is reported.The reaction was carried out under solvent-free conditions.The method gave good yields of amidoalkyl naphthols in short reaction time.The catalyst is recycled for five consecutive times without loss of activity.
基金the Najafabad Branch, Islamic Azad University Research Council for partial support of this research
文摘Barium phosphate(Ba_3(PO_4)_2) nano-powder was successfully synthesized via a simple precipitation route without any surfactant. The prepared nano-powder was applied for the facile synthesis of 1-amidoalkyl-2-naphthol derivatives using multi-component reaction of aldehydes, 2-naphthol and an amide(or urea) in high yields.
文摘Bismuth(Ⅲ) nitrate pentahydrate catalyzed the three-component condensation ofβ-naphthol,aldehydes and amines/urea under solvent-free conditions to afford the corresponding amidoalkyl naphthols in excellent yields.
文摘Amidoalkyl naphthols have been synthesized in high yields in the presence of 1-hexanesulphonic acid sodium salt as an inexpensive solid catalyst under solvent-free conditions and microwave-irradiation.This catalyst provides clean conversion;greater selectivity and easy workup make this protocol practical and economically attractive.
文摘A green protocol for the preparation of amidoalkyl naphthols from three-component one-pot condensation of 2-naphthol, aldehydes, amides or urea in the presence of silica supported methanesulfonic acid under thermal sol- vent-free conditions has been described. The catalyst is stable, efficient, easily prepared, and reusable. The remarkable features of this methodology are short reaction time, excellent yields, simple experimental and work-up procedures.
基金the new drug discovery foundation of Shanghai instituteof Pharmaceutical Industry and the Analysis Centre of the Second Milita
文摘N-Acetyl-P. m or o-nitro-phenylethylamines and (HCHO). were treated in 60% H,SO./HOAc. via α -amidoalkylation to give 2-acetyl-mono(5, 6, 7 or 8)-nitro-l .2,3.4- tetrahydroisoquinolines. Additionally. solme interesting phenomena were observed when the comparison between 2-acetyl-5, 6. 7 or 8-nitro-l,2.3.4-tetrahydroisoqui and 2-alkylsulfonyl-5. 6 or 7nitro-l,2.3,4-tetrahydroisoquinolines was made.
基金supported by Islamic Azad University, Mashhad Branch
文摘An efficient, environmentally friendly procedure for the synthesis of amidoalkyl naphthols through the one‐pot, three‐component reaction of β‐naphthol, aryl aldehydes, and acetamide in the presence of a carbon‐based solid acid under thermal solvent‐free conditions is described. The beneficial fea-tures of this new synthetic approach include short reaction time, high yields, clean reaction profiles, and a simple work‐up procedure. Furthermore, the catalyst can be readily recycled and reused four times without obvious significant loss of activity. The structure of the catalyst was confirmed by Fourier transform infrared spectroscopy, N2 adsorption/desorption analysis, and X‐ray diffraction.
基金supported by Research Facilities of Ilam University,Ilam,Iran
文摘A facile and efficient method has been developed for the synthesis of 1-amidoalkyl-2-naphthols via the one-pot multi-component condensation of 2-naphthol with aromatic aldehydes and acetamide or thioacetamide in the presence of melamine-Br3 under solvent-free conditions. There are several advantages to this reaction, including high yields, short reaction time, and high catalytic efficiency.
基金financial support from the National Basic Research Program(973 Program)of China(No. 2010CB833200)the NSF of China(Nos.21332007,21072160)the Program for Changjiang Scholars and Innovative Research Team in University(PCSIRT)of Ministry of Education,China for financial support
文摘A short formal stereoselective synthesis of (-)-swainsonine (1) is described. Our synthesis started with the versatile building block (R)-3-benzyloxyglutarimide 5. Through controlled regioselective reduction, Ley's-sulfone chemistry (N-α-sulfonylation and ZnCl2-catalyzed N-α-amidovinylation), an RCM reaction, and an amide reduction, the synthesis of unsaturated indolizidine (8R,8aS)-3 has been achieved in five steps. The indolizidine (8R,8aS)-3 is an advanced intermediate toward the synthesis of (-)-swainsonine (1).