@article { ISI:000227930800010, title = {Room temperature ionic liquid promoted improved and rapid synthesis of 2,4,5-triaryl imidazoles from aryl aldehydes and 1,2-diketones or alpha-hydroxyketone}, journal = {Tetrahedron}, volume = {61}, number = {14}, year = {2005}, month = {APR}, pages = {3539-3546}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, type = {Article}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

An improved and rapid one-pot synthesis of 2,4,5-triaryl imidazoles in a room temperature ionic liquid is described, which does not need any added catalyst. Different ionic liquids based on 1-n-butyl and 1,3-di-n-butyl imidazolium salts were screened and their efficacy in terms of acidity and polarity have been correlated with yields and reaction period. The one-pot methodology resulting in excellent isolated yields in short reaction times is characterized by simple work up procedures and efficient recovery and recycling of the ionic liquid, which acts as a promoter. (c) 2005 Elsevier Ltd. All rights reserved.

}, keywords = {1, 2, 2-Diketones, 4, 5-triaryl imidazoles, alpha-hydroxyketone, ammonium acetate, benzaldehydes, ionic liquid (IL)}, issn = {0040-4020}, doi = {10.1016/j.tet.2005.01.116}, author = {Siddiqui, S. A. and Narkhede, U. C. and Palimkar, S. S. and Daniel, Thomas and Lahoti, Rajgopal J. and Srinivasan, K. V.} } @article {31}, title = {Supramolecular self-assembled ruthenium-polypyridyl framework encapsulating discrete water cluster}, journal = {Crystal Growth \& Design}, volume = {6}, number = {3}, year = {2006}, month = {MAR}, pages = {743-748}, publisher = {ELSEVIER SCIENCE BV}, type = {Article}, address = {PO BOX 211, 1000 AE AMSTERDAM, NETHERLANDS}, keywords = {4, 4 {\textquoteleft}-dimethoxydiphenylmethane, benzylsulfonic acid, Condensation of anisole, p-formaldehyde, Zr-TMS-BSA}, issn = {1381-1169}, author = {Deshpande, Megha S. and Kumbhar, A. S. and Puranik, Vedavati G. and Selvaraj, K.} } @article { ISI:000258784000005, title = {Antibacterial activity of synthesized 2,4,5-trisubstituted imidazole derivatives}, journal = {Chemical Biology \& Drug Design}, volume = {72}, number = {3}, year = {2008}, month = {SEP}, pages = {197-204}, publisher = {WILEY-BLACKWELL}, type = {Article}, address = {COMMERCE PLACE, 350 MAIN ST, MALDEN 02148, MA USA}, abstract = {

Some novel chemically synthesized 2,4,5-trisubstituted imidazoles from aryl aldehydes and 1,2-diketones or alpha-hydroxyketone were screened against eight different human pathogenic bacteria and fungi. Seven compounds were found to be active against different bacteria. These compounds showed variation in activity and were found to be active against Gram-positive as well as Gram-negative bacteria. Compound 4-(4,5-diphenyl-1H-imidazol-2-yl)-phenol, 3d was the only compound which showed activity against Klebsiella pneumoniae while rest of the compounds did not show significant activity against this micro-organism. Minimum inhibitory concentrations of the compounds were in the range of 0.50 to 6.1 mu g/mL and minimum bactericidal concentration ranges from 1.11 to 12.9 mu g/mL. The candidature of active compounds to be an effective and novel drug was examined based on Lipinski{\textquoteright}s rule of Five which explained ClogP, LogS, H-bond acceptors, H-Bond donors and rotational bonds. Compounds 3a-d and 3f satisfies Lipinski{\textquoteright}s rule of Five and could be proposed as potent new antibacterial drugs.

}, keywords = {1, 2, 2-Diketones, 4, 5-trisubstituted imidazoles, alpha-hydroxyketone, antibacterial activity, aryl aldehydes}, issn = {1747-0277}, doi = {10.1111/j.1747-0285.2008.00691.x}, author = {Khan, Mohd Sajid and Siddiqui, Shafi Ahmad and Siddiqui, Mohammad Shaik Rafi Ahmad and Goswami, Usha and Srinivasan, Kumar Venkatraman and Khan, Mohammad Islam} } @article { ISI:000260774300012, title = {Sol-gel synthesis of MoO(3)/SiO(2) composite for catalytic application in condensation of anisole with paraformaldehyde}, journal = {Catalysis Letters}, volume = {126}, number = {3-4}, year = {2008}, month = {DEC}, pages = {286-292}, publisher = {SPRINGER}, address = {233 SPRING ST, NEW YORK, NY 10013 USA}, abstract = {

MoO(3)/SiO(2) composite with varying amounts of MoO(3) loading (1-20 wt.\%) were prepared by sol-gel method and calcined at 500 C. These catalysts were employed for the liquid phase condensation of anisole with paraformaldehyde. All the catalysts were characterized by N(2) sorption, XRD, and NH(3)-TPD. The activities of synthesized MoO(3)/SiO(2) catalysts were compared with p-toluene sulfonic acid (p-TSA), the most frequently used catalyst for the condensation reactions, and with a supported metal oxide (WO (x) /ZrO(2)). Under the similar reaction conditions, synthesized 10 wt.\% MoO(3)/SiO(2) catalyst calcined at 500 C was found to be the most active in the condensation of anisole with paraformaldehyde.

}, keywords = {4, 4{\textquoteright}-Dimethoxydiphenylmethane, Condensation of anisole, MoO(3)/SiO(2) composites, Paraformaldehyde, Sol-gel synthesis}, issn = {1011-372X}, doi = {10.1007/s10562-008-9611-5}, author = {Amrute, Amol P. and Bordoloi, Ankur and Lucas, Nishita and Palraj, K. and Halligudi, Shivaraj B.} } @article { ISI:000267239200041, title = {Scolecite as an efficient heterogeneous catalyst for the synthesis of 2,4,5-triarylimidazoles}, journal = {Central European Journal of Chemistry}, volume = {7}, number = {3}, year = {2009}, month = {SEP}, pages = {550-554}, publisher = {VERSITA}, address = {9 DRUGA POPRZECNA ST, 04-604 WARSAW 41, POLAND}, abstract = {

Natural scolecite has been found as an effective catalyst for the one-pot synthesis of 2,4,5-triarylimidazole derivatives via a three component reaction using benzil or benzoin, aldehydes and ammonium acetate. This method provides several advantages such as being environmentally benign, reusable, possessing high yields with increased variations of the substituents in the product and preparative simplicity.

}, keywords = {2, 4, 5-Triarylimidazoles, heterogeneous catalyst, Three-component reaction}, issn = {1895-1066}, doi = {10.2478/s11532-009-0050-y}, author = {Gadekar, Lakshman S. and Mane, Shivshankar R. and Katkar, Santosh S. and Arbad, Balasaheb R. and Lande, Machhindra K.} } @article { ISI:000263375600003, title = {Total synthesis of (+/-)-1,3,4,5-tetragalloylapiitol}, journal = {Synthesis-Stuttgart}, number = {3}, year = {2009}, month = {FEB}, pages = {372-374}, publisher = {GEORG THIEME VERLAG KG}, address = {RUDIGERSTR 14, D-70469 STUTTGART, GERMANY}, abstract = {

Starting from citraconic anhydride, the first total synthesis of (+/-)-1,3,4,5-tetragalloylapiitol has been demonstrated via a stepwise route involving generation of an apiitol derivative followed by benzoylation.

}, keywords = {(+/-)-1, 3, 4, 5-tetragalloylapiitol, allylic hydroxylation, Natural products, osmium tetroxide}, issn = {0039-7881}, doi = {10.1055/s-0028-1083310}, author = {Patel, Ramesh M. and N. P. Argade} } @article { ISI:000290685100004, title = {Diastereoselective synthesis of 1,1,4-trisubstituted-2,3,4,9-tetrahydrospiro-beta-carbolines via glacial acetic acid catalyzed pictet - spengler reaction}, journal = {Arkivoc}, number = {2}, year = {2011}, month = {OCT}, pages = {41-56}, publisher = {ARKAT USA INC}, address = {C/O ALAN R KATRITZKY, UNIV FLORIDA, DEPT CHEMISTRY, PO BOX 117200, GAINESVILLE, FL 32611 USA}, abstract = {

The Pictet-Spengler reaction of substituted tryptamines with cyclic ketones using glacial acetic acid afforded only one diastereomer of unreported 1,1,4-trisubstituted-2,3,4,9-tetrahydrospiro-beta-carbolines. The stereoselectivity in the reaction has been demonstrated using unsymmetrical ketones and single-crystal X-ray analysis of one of the spiro products in the form of base, its sulfate and hydrochloride salts, which indicated the formation of only the R, R diastereomer.

}, keywords = {1, 3, 4, 4-Trisubstituted-2, 9-tetrahydrospiro-beta-carbolines, beta-substituted tryptamine, Diastereoselective Pictet-Spengler reaction, Glacial acetic acid}, issn = {1551-7004}, author = {Shumaila, Abdullah M. A. and Puranik, Vedavati G. and Kusurkar, Radhika S.} } @article { ISI:000286995800020, title = {Synthesis of tetrahydro-5-azaindoles and 5-azaindoles using pictet-spengler reaction-appreciable difference in products using different acid catalysts}, journal = {Tetrahedron}, volume = {67}, number = {5}, year = {2011}, month = {FEB}, pages = {936-942}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

Pictet-Spengler condensation of 2-(aryl)-2-(1H-pyrrol-2-yl)ethanamines using conventional acid catalysts like TMSCl or TFA resulted in the formation of substituted 5-azaindoles involving a tandem one pot four steps reaction sequence. By contrast use of glacial acetic acid furnished the targeted tetrahydro-5-azaindoles in diastereoselective manner. These were readily dehydrogenated to 5-azaindoles. (C) 2010 Elsevier Ltd. All rights reserved.

}, keywords = {2-(Aryl)-2-(1H-pyrrol-2-yl)ethanamines, 4, 7-Disubstituted-5-azaindoles, 7-Disubstituted-tetrahydro-5-azaindoles, Diastereoselective Pictet-Spengler reaction}, issn = {0040-4020}, doi = {10.1016/j.tet.2010.12.003}, author = {Shumaila, Abdullah M. A. and Puranik, Vedavati G. and Kusurkar, Radhika S.} } @article { ISI:000305295000014, title = {Design, synthesis and evaluation of unique 2,4,5-triaryl imidazole derivatives as novel potent aspartic protease inhibitors}, journal = {Medicinal Chemistry}, volume = {8}, number = {3}, year = {2012}, month = {MAY}, pages = {428-435}, publisher = {BENTHAM SCIENCE PUBL LTD}, address = {EXECUTIVE STE Y-2, PO BOX 7917, SAIF ZONE, 1200 BR SHARJAH, U ARAB EMIRATES}, abstract = {

The 2,4,5-triaryl imidazole derivatives (API) were designed, screened and characterized kinetically \& thermo-dynamically against Pepsin and their activity was also tested on the in silico platform. The docking studies of API with Pepsin show that these are novel and unique inhibitors of Aspartic protease. Drug like properties of these compounds were validated in silico based on Lipinski{\textquoteright}s rule of Five by calculating ClogP, LogS, H-bond acceptors, H-Bond donors, rotational bonds, PSA, PB and BBB values. The Et/Ki and Et/Km values of API show that they follow the Michaelis-Menten kinetics. The binding of inhibitors with proteases was explained by using Van{\textquoteright}t Hoff plot and thermodynamic parameters viz. free energy (Delta G), Entropy (Delta S) and Enthalpy (Delta H). The Van{\textquoteright}t Hoff analysis showed that the value of K-i decreases with increase in temperature and the binding of the inhibitor are entropically driven. API act as new potent aspartic protease inhibitors with K-i, for Pepsin, ranges from 3.7 mu M to 16.7 mu M. Strong hydrophobic groups at C-4 \& C-5 position in API favor binding of inhibitors with Pepsin. Experiments also showed that among C-2 aryl substituted imidazole, a 4-substitution on aryl ring is preferred and less polar substituent makes the molecule more active whereas polar substituents at 2-position on C-2 aryl ring makes the molecule less active. The docking studies of API with Pepsin further intensify and validate our results.

}, keywords = {2, 4, 5-triaryl imidazole derivatives, docking, Lipinski{\textquoteright}s rule of Five, Protease inhibitors, Thermodynamics}, issn = {1573-4064}, author = {Khan, Mohd Sajid and Akhtar, Salman and Siddiqui, S. A. and Siddiqui, M. S. and Srinivasan, K. V. and Arif, J. M.} } @article { ISI:000362588700016, title = {Alumina-supported copper iodide: an efficient and recyclable catalyst for microwave-assisted synthesis of 1,4-disubstituted 1,2,3-triazoles via three-component reaction in water}, journal = {Asian Journal of Organic Chemistry}, volume = {4}, number = {9}, year = {2015}, month = {SEP}, pages = {943-951}, publisher = {WILEY-V C H VERLAG GMBH}, address = {POSTFACH 101161, 69451 WEINHEIM, GERMANY}, abstract = {

A one-pot procedure for the synthesis of 1,4-disubstituted 1,2,3-triazoles by a three-component reaction of allyl or benzyl halides, sodium azide, and terminal alkynes over a neutral alumina-supported copper iodide catalyst has been developed. The products were isolated by simple filtration followed by washing of the catalyst with acetone. The products were obtained in almost pure form in up to 98\% yield (TON 495). The catalyst can be recycled for more than eight subsequent reactions. The halides are directly converted into triazoles via in situ formation of azides and thus handling of hazardous azides can be avoided. The broad scope of this protocol is shown by the synthesis of a variety of diversely substituted 1,2,3-triazoles and also two-component azide-alkyne click reaction. The key features of this procedure are the use of water as a solvent, recyclability of the catalyst up to eight runs without appreciable loss of activity, and high yields of products. The catalyst has been fully characterized by FTIR, solid-state NMR and EDX spectroscopy, ESEM, TGA, and XRD.

}, keywords = {1, 2, 3-triazoles, 4, copper(I) iodide, Cycloaddition, disubstituted 1, Microwave chemistry, supported catalysts}, issn = {2193-5807}, doi = {10.1002/ajoc.201500189}, author = {Agalave, Sandip G. and Pharande, Shrikant G. and Gade, Swapna M. and Pore, Vandana S.} } @article {47687, title = {Photoinduced multicomponent regioselective synthesis of 1,4,5-trisubstituted-1,2,3-triazoles: transition metal-, azide- and oxidant-free protocol}, journal = {Advanced Synthesis \& Catalysis}, volume = {363}, year = {2021}, month = {JUL }, pages = {3560-3565}, type = {Article}, abstract = {A transition metal- and azide-free approach is explored to synthesize 1,4,5-trisubstituted-1,2,3-triazoles under sunlight. The reaction proceeds via C-N and N-N bond formations. These regioselective 1,2,3-triazoles are obtained from isatin Schiff bases, benzaldehydes and tosylhydrazine in the presence of base. This protocol offers the structurally diverse 1,2,3-triazole derivatives with 75-90\% yields.}, keywords = {1, 2, 3-triazoles, 4, 5-trisubstituted-1, azide- and oxidant free protocol, Cycloaddition, milder reaction conditions, molecular diversity, Multicomponent reaction, Regioselectivity, transition metal-}, issn = {1615-4150}, doi = {10.1002/adsc.202100321}, author = {Sai Allaka, Bhargava and Basavoju, Srinivas and Rama Krishna, Gamidi} } @article {48014, title = {Antifungal compound from marine Serratia marcescens BKACT and its potential activity against Fusarium sp.}, journal = {International Microbiology}, volume = {25}, year = {2022}, month = {NOV}, pages = {851-862}, type = {Article}, abstract = {

Ecofriendly biocontrol agents to control pathogenic fungi are in demand globally. The present study evaluated the antifungal potentials of marine bacteria Serratia marcescens BKACT against eight different Fusarium species. A highest 75.5 +/- 0.80\% of mycelial inhibition was observed against Fusarium foetens NCIM 1330. Structural characterization of the purified compound was analyzed by GC-MS and NMR techniques; based on the analysis, it is confirmed as 2, 4-di-tert butyl phenol (2, 4-DTBP) with chemical structure C14H22O. At 0.53 mM concentration, purified compound inhibited complete spore germination of F. foetens NCIM 1330. In vitro assay showed complete inhibition of F. foetens NCIM 1330 on the wheat seeds. Tested concentration does not show any toxic effect on germination of the seeds. By this study, we conclude that, 2, 4-DTBP is a suitable candidate to be used as biocontrol agent against Fusarium infection.

}, keywords = {2, 4, di-tert butyl phenol, Fusarium sp, marine, Serratia marcescens}, issn = {1139-6709}, doi = {10.1007/s10123-022-00268-3}, author = {Kharat, Bharat A. and Said, Madhukar S. and Dastager, Syed G.} } @article {47896, title = {Transition metal- and oxidant-free regioselective synthesis of 3,4,5-trisubstituted pyrazoles by means of [3+2] cycloaddition reactions}, journal = {ChemistrySelect}, volume = {7}, year = {2022}, month = {MAR}, pages = {e202200605}, type = {Article}, abstract = {

A highly efficient regioselective synthesis of 3,4,5-trisubstituted pyrazoles via transition metal- and oxidant-free, three component [3+2] cycloaddition with thiazolidinedione chalcones, benzaldehydes and N-tosylhydrazine is described. The reaction proceeds through C-C and C-N bond formations under mild reaction conditions to produce structurally diverse polysubstituted pyrazoles in moderate to good yields.

}, keywords = {3, 4, 5-trisubstituted pyrazoles, Cycloaddition, Multicomponent reaction, Oxidant free, Regioselectivity, Transition metal free}, issn = {2365-6549}, doi = {10.1002/slct.202200605}, author = {Allaka, Bhargava Sai and Basavoju, Srinivas and Gamidi, Rama Krishna} }