Silica-based sulfonic acid (MCM-41-SO3H): a practical and efficient catalyst for the synthesis of highly substituted quinolines under solvent-free conditions at ambient temperature

Maleki, Ali; Javanshir, Shahrzad; Sharifi, Shahin

doi:10.5267/j.ccl.2013.11.001

Cited by 9 publications

(3 citation statements)

References 35 publications

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“…Grafted hydrogen sulfate groups (MCM-41-SO 3 H) were synthesized according to the reported method [15]. MCM-41 (1 g) was suspended in CH 2 Cl 2 (5 mL) in a 100 mL round bottom ask equipped with a gas outlet tube and a dropping funnel containing a solution of chlorosulfonic acid (2 mL) in dichloromethane (15 mL).…”

Section: General Procedures For the Preparation Of Mcm-41-so 3 Hmentioning

confidence: 99%

MCM-41-SO3H-catalyzed synthesis of highly substituted 3-amino-imidazo[1,2-a]pyridines or pyrazines via the Groebke-Blackburn-Bienaymé multicomponent reaction under grinding conditions at ambient temperature

Naeimabadi¹,

Javanshir²,

Maleki³

et al. 2016

Scientia Iranica

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Section: General Procedures For the Preparation Of Mcm-41-so 3 Hmentioning

confidence: 99%

MCM-41-SO3H-catalyzed synthesis of highly substituted 3-amino-imidazo[1,2-a]pyridines or pyrazines via the Groebke-Blackburn-Bienaymé multicomponent reaction under grinding conditions at ambient temperature

Naeimabadi¹,

Javanshir²,

Maleki³

et al. 2016

Scientia Iranica

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“…[1][2][3][4][5] Solid acids as catalyst generally have high turnover numbers and have significant role in the synthesis of heterocyclic compounds. [6][7][8][9][10] Furthermore, they can be easily separated from the organic components. 11 Among organic compounds, xanthenes and its derivatives have received significant attention in recent years due to their wide range of biological and therapeutic properties.…”

Section: Introductionmentioning

confidence: 99%

An adapted route to efficient synthesis of 1,8-dioxooctahydro-xanthene derivatives using InCl3 and (HPO3)n as recyclable catalysts

Karami¹,

Nejati²,

Eskandari³

2015

10.5267/j.ccl

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Indium (III) chloride (InCl3) and metaphosphoric acid ((HPO3)n) were found to be efficient and recyclable catalysts for the synthesis of 1,8-dioxooctahydroxanthene derivatives as biologically important molecules in high turnover numbers and rates. Several substituted xanthenes can be prepared in high yield and purity by direct reaction of cyclic β-diketones and aldehyde derivatives in the presence of a catalytic amount of InCl3 and (HPO3)n as Lewis acids and at ambient temperature under solvent-free conditions. This newly reported procedure profit some advantages such as short reaction times, high yields of products, cheap, easy to use, facile practical conditions, and wholesome with green chemistry without using harmful solvents.

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“…Maleki et al (2014) proposed Friedlander annulation using silica based sulfonic acid (MCM-41-SO 3 H, Table2) as an aluminosilicate mineral based catalyst under solvent free conditions[74]. Excellent amounts of quinoline derivatives were obtained in short reaction times.…”

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confidence: 99%

Advances in polymer based Friedlander quinoline synthesis

Patil¹,

Chavan²,

Patel³

et al. 2021

Turk J Chem

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Nitrogen containing heterocyclic compounds has acquired their remarkable and distinct place in the wide area of organic synthesis due to the broad range of applications. Among them, quinoline motifs have attracted researchers in the synthetic chemistry because of its presence in the large number of pharmacologically active compounds. Different methods for synthesis of quinoline derivatives are reported, among them the Friedlander synthesis have provided comparatively more efficient approach. Many of the reported conventional Friedlander methodologies have some problems such as difficult product isolation procedures, poor yields and use of expensive catalysts etc. Recently, polymer or solid supported synthetic approaches have attracted the attention of researchers because of their easy execution, greater selectivity, increased product yields, simple work-up procedures, recoverability and reusability of the catalysts. In consideration with the advantages of polymer supported synthetic strategies, the proposed review covers the role of polymers in the Friedlander synthesis; 2 which may use polymers of organic, inorganic or hybrid in nature and of nano level as well.

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Silica-based sulfonic acid (MCM-41-SO3H): a practical and efficient catalyst for the synthesis of highly substituted quinolines under solvent-free conditions at ambient temperature

Cited by 9 publications

References 35 publications

MCM-41-SO3H-catalyzed synthesis of highly substituted 3-amino-imidazo[1,2-a]pyridines or pyrazines via the Groebke-Blackburn-Bienaymé multicomponent reaction under grinding conditions at ambient temperature

MCM-41-SO3H-catalyzed synthesis of highly substituted 3-amino-imidazo[1,2-a]pyridines or pyrazines via the Groebke-Blackburn-Bienaymé multicomponent reaction under grinding conditions at ambient temperature

An adapted route to efficient synthesis of 1,8-dioxooctahydro-xanthene derivatives using InCl3 and (HPO3)n as recyclable catalysts

Advances in polymer based Friedlander quinoline synthesis

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