Cellulose sulfuric acid: An efficient biodegradable and recyclable solid acid catalyst for the one-pot synthesis of aryl-14H-dibenzo[a.j]xanthenes under solvent-free conditions

Madhav, J. Venu; Reddy, Y. Thirupathi; Reddy, P. Narsimha; Reddy, M. Nikhil; Kuarm, Suresh; Crooks, Peter A.; Rajitha, B.

doi:10.1016/j.molcata.2009.01.028

Cited by 103 publications

(19 citation statements)

References 16 publications

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“…Cellulose-SO 3 H has been introduced also as a heterogenous solid acid catalyst for the synthesis of quinolines (Shaabani and Maleki 2007), α-amino nitriles (Shaabani et al 2008), dibenzo xanthenes (Madhav et al 2009), 2-oxazolines, 2-imidazolines and 2-thiazolines (Shaabani et al 2009), tetrahydroquinolines (Kumar et al 2010a), functionalized pyrrolidines (Kumar et al 2010b), as well as tetrahydropyranols (Subba Reddy et al 2010). In fact, it has been reported that cellulose-SO 3 H makes the process economically possible for large-scale synthesis of tetrahydropyranols.…”

Section: Discussionmentioning

confidence: 99%

Neutral Sulfite Treatment of Lignocellulosic Pulps

Warsta¹,

Vuorinen²

2013

BioResources

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Birch and eucalyptus kraft pulps were treated with sulfite solutions in neutral conditions (pH 7) at 170 °C for 60 min and at 190 °C for 180 min. The pulps were analyzed for kappa number, viscosity, carbohydrate composition, and optical properties. Additionally, UV resonance Raman (UVRR) spectroscopy was applied to collect information on the contents of hexenuronic acid (HexA), lignin, and its phenolic hydroxyl groups. The sulfite treatments resulted in (i) depolymerization and partial dissolution of cellulose, (ii) partial dissolution of xylan and substantial decrease in its HexA content, and (iii) removal of the major part of lignin and increase in its phenolic hydroxyl group content. The extensive removal of HexA and depolymerization of cellulose by neutral sulfite were unexpected phenomena that have not been previously reported. According to their degree of polymerization (DP), the pulps were mainly in the form of microcrystalline cellulose after the more drastic treatments.

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Section: Discussionmentioning

confidence: 99%

Neutral Sulfite Treatment of Lignocellulosic Pulps

Warsta¹,

Vuorinen²

2013

BioResources

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“…An efficient protocol for the synthesis of aryl-14H-dibenzo[a.j]xanthene derivatives from the β-naphthol and corresponding aromatic aldehydes was developed by Madhav and co-workers, 30 in the presence of catalytic amount of cellulose sulfuric acid (CSA) under solvent-free condition at 100 o C to afford excellent yield of the products (Scheme 6). There was no significant change in the yield of the products, when the reaction was carried out at 120 o C instead of 110 o C, but at 100 o C the yield of the products becomes lower.…”

Section: Scheme 4 Diazotization and Iodination Catalyzed By Csamentioning

confidence: 99%

Cellulose sulfuric acid (CSA) and starch sulfuric acid (SSA) as solid and heterogeneous catalysts in green organic synthesis: recent advances

Vekariya¹,

Patel²

2015

Arkivoc

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The use of heterogeneous solid acid catalysts is important to the development of sustainable chemical processes. To this end, cellulose sulfuric acid (CSA) and starch sulfuric acid (SSA) have been developed and used for a wide range of organic transformations, including the synthesis of pharmaceutically important heterocyclic compounds. These heterogeneous catalysts are easily recovered and reused several times without loss of their activity. In this review, we mainly summarize applications of these catalysts in synthetic organic chemistry.

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“…[11][12] Similarly bisnaphthol derivatives are applicable as non-linear optical materials, ionselective electrodes or sensors, chiral ligands in organometallic chemistry, synthetic precursors for the formation of spirans and sometimes, as high-performance liquid chromatography stationary phases with some modifications. 13 21 Most of the acid catalysed synthesis of dibenzoxanthene (Scheme 2) described the selective formation of required product without the intermediary of aryl or alkyl di-(2-hydroxy-1-naphthyl)methanes under solventfree thermal treatment or in microwave irradiation. The literature survey shows few reports on the synthesis of aryl or alkyl di-(2-hydroxy-1-naphthyl) methane from aldehydes and 2-naphthol.…”

Section: Introductionmentioning

confidence: 99%

Boron sulfonic acid (BSA) catalyzed selective synthesis of aryl-bis(2-hydroxynaphth-1-yl)methanes and 14-alkyl- and 14-aryl-14H-dibenzoxanthenes under solvent-free condition

Dutta¹,

Borah²

2015

10.5267/j.ccl

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This study investigated the selective synthesis of aryl-bis(2-hydroxy-1-naphthyl)methane for the first time under microwave irradiation in solvent-free medium within 5 min using 10 mol % of B(HSO4)3 (BSA) as reusable solid acid catalyst. The same reaction could also be conducted at 90-100 °C in neat for the formation of alkyl or aryl 14H-dibenzoxanthenes in presence of BSA catalyst with excellent yields.

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Cellulose sulfuric acid: An efficient biodegradable and recyclable solid acid catalyst for the one-pot synthesis of aryl-14H-dibenzo[a.j]xanthenes under solvent-free conditions

Cited by 103 publications

References 16 publications

Neutral Sulfite Treatment of Lignocellulosic Pulps

Neutral Sulfite Treatment of Lignocellulosic Pulps

Cellulose sulfuric acid (CSA) and starch sulfuric acid (SSA) as solid and heterogeneous catalysts in green organic synthesis: recent advances

Boron sulfonic acid (BSA) catalyzed selective synthesis of aryl-bis(2-hydroxynaphth-1-yl)methanes and 14-alkyl- and 14-aryl-14H-dibenzoxanthenes under solvent-free condition

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