Chemoselective Synthesis of 2,2′-Arylmethylene bis-(3-Hydroxy-2-cyclohexenes) (“Tetraketones”) in Hexafluoro-2-propanol

Behrooz Maleki, Massomeh Raei, Elahe Akbarzadeh, Hassan Ghasemnejad-Bosra, Alireza Sedrpoushan, Samaneh Sedigh Ashrafi, and Mohammad Nabi Dehdashti Department of Chemistry, Hakim Sabzevari University, Sabzevar, 9617976487, Iran Young Researchers and Elite Club, Islamshahr Branch, Islamic Azad University, Islamshahr, Iran Department of Chemistry, Babol Branch, Islamic Azad University, Babol, Iran Institute of Industrial Chemistry, Iranian Research Organization for Science and Technology, Tehran, Iran

[1]  B. Maleki,et al.  One-pot Synthesis of 2-Amino-2-chromene and 2-Amino-3-cyano-4H-pyran Derivatives Promoted by Potassium Fluoride , 2015 .

[2]  B. Maleki,et al.  An Efficient Synthesis of Symmetrical N,N′-Alkylidene bis-Amides Catalyzed by a Heteropolyacid , 2015 .

[3]  H. Veisi,et al.  Synthesis of 5-Alkylidene-2,4-thiazolidinediones and Rhodanines Promoted by Propylamino-functionalized Nano-structured SBA-15 , 2015 .

[4]  C. Jérôme,et al.  Fluorinated Alcohols as Activators for the Solvent-Free Chemical Fixation of Carbon Dioxide into Epoxides. , 2015, ChemSusChem.

[5]  B. Maleki,et al.  Zn( L‐proline)2 as a powerful and reusable organometallic catalyst for the very fast synthesis of 2‐amino‐4H‐benzo[g]chromene derivatives under solvent‐free conditions , 2015 .

[6]  M. Baghayeri,et al.  Ag@TiO2 nanocomposite; synthesis, characterization and its application as a novel and recyclable catalyst for the one-pot synthesis of benzoxazole derivatives in aqueous media , 2015 .

[7]  B. Maleki,et al.  Nano polypropylenimine dendrimer (DAB-PPI-G1): as a novel nano basic-polymer catalyst for one-pot synthesis of 2-amino-2-chromene derivatives , 2015 .

[8]  B. Maleki,et al.  Caesium carbonate supported on hydroxyapatite‐encapsulated Ni0.5Zn0.5Fe2O4 nanocrystallites as a novel magnetically basic catalyst for the one‐pot synthesis of pyrazolo[1,2‐b]phthalazine‐5,10‐diones , 2015 .

[9]  B. Maleki,et al.  Friedlander Synthesis of Quinolines Promoted By Polymer-bound Sulfonic Acid , 2015 .

[10]  B. Maleki.  Solvent-free Synthesis of 2,4,6-Triarylpyridine Derivatives Promoted by 1,3-Dibromo-5,5-dimethylhydantoin , 2015 .

[11]  H. Veisi,et al.  Chemoselective hydration of nitriles to amides using hydrated ionic liquid (IL) tetrabutylammonium hydroxide (TBAH) as a green catalyst , 2015 .

[12]  J. Järv,et al.  One-Pot Synthesis of Fmoc- and Boc-Protected Aza-Methionine Precursors from 2-Methylthioacetaldehyde Dimethyl Acetal , 2014 .

[13]  Maodong Xu,et al.  PEG1000-Based Dicationic Acidic Ionic Liquid Catalyzed One-pot Synthesis of 1,4-Dihydropyridines via the Hantzsch Reaction , 2014 .

[14]  B. Maleki,et al.  Nano α-Al2O3 supported ammonium dihydrogen phosphate (NH4H2PO4/Al2O3): preparation, characterization and its application as a novel and heterogeneous catalyst for the one-pot synthesis of tetrahydrobenzo[b]pyran and pyrano[2,3-c]pyrazole derivatives , 2014 .

[15]  B. Maleki,et al.  Lewis acid free synthesis of 3,4-dihydro-1H-indazolo[1,2-b]phthalazine-1,6,11(2H,13H)-triones promoted by 1,1,1,3,3,3-hexafluoro-2-propanol , 2014 .

[16]  Min Wang,et al.  Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones using Sodium Bisulfate as a Catalyst under Solvent-free Conditions , 2014 .

[17]  Saba Hemmati,et al.  Selective synthesis of sulfoxides and sulfones from sulfides using silica bromide as the heterogeneous promoter and hydrogen peroxide as the terminal oxidant , 2014 .

[18]  B. Maleki,et al.  One-pot Synthesis of 1-Amidoalkyl-2-naphthols under Solvent-free Conditions , 2014 .

[19]  R. Butcher,et al.  Binary conjugate Brønsted–Lewis acid supported on mesoporous silica nanoparticles for the domino addition/elimination/addition and addition/elimination/addition/cyclization cascade , 2014 .

[20]  N. Azizi,et al.  Chemoselective synthesis of xanthenes and tetraketones in a choline chloride-based deep eutectic solvent , 2013 .

[21]  J. Khurana,et al.  Nickel nanoparticles: A highly efficient catalyst for one pot synthesis of tetraketones and biscoumarins , 2012, Journal of Chemical Sciences.

[22]  Samad Khaksar,et al.  Transition metal-free oxidation of activated alcohols to aldehydes and ketones in 1,1,1,3,3,3-hexafluoro-2-propanol , 2012 .

[23]  M. Saha,et al.  Pd(0) NPs: a novel and reusable catalyst for the synthesis of bis(heterocyclyl)methanes in water , 2012 .

[24]  A. Zare.  Solvent-free Condensation of 2-Naphthol with Aromatic Aldehydes and Acetamide/Urea to 1-Amidoalkyl-2-naphthols , 2012 .

[25]  S. Puri,et al.  One-pot Solvent-free Sonochemical Synthesis of 1-Amidoalkyl-2-naphthols , 2012 .

[26]  Ji-tai Li,et al.  Improved synthesis of 2,2'-arylmethylene bis(3-hydroxy-5,5-dimethyl-2-cyclohexene-1-one) derivatives catalyzed by urea under ultrasound. , 2012, Ultrasonics sonochemistry.

[27]  S. Maruthamuthu,et al.  A highly efficient green synthesis of 1, 8-dioxo-octahydroxanthenes , 2011, Chemistry Central journal.

[28]  Z. Shang,et al.  A Green and Novel Method of Synthesizing 2,2′‐Arylmethylene Bis(3‐hydroxy‐5,5‐dimethylcyclohex‐2‐enone) Catalyzed by L‐Histidine in Ionic Liquid , 2010 .

[29]  J. Yu,et al.  Synthesis of tetraketones in water and under catalyst-free conditions , 2010 .

[30]  W. Lyoo,et al.  New and General Methods for the Synthesis of Arylmethylene Bis(3-Hydroxy-2-Cyclohexene-1-Ones) and Xanthenediones by EDDA and In(OTf)3-Catalyzed One-Pot Domino Knoevenagel/Michael or Koevenagel/Michael/Cyclodehydration Reactions , 2009 .

[31]  S. Kantevari,et al.  HClO4–SiO2 and PPA–SiO2 catalyzed efficient one-pot Knoevenagel condensation, Michael addition and cyclo-dehydration of dimedone and aldehydes in acetonitrile, aqueous and solvent free conditions: Scope and limitations , 2007 .

[32]  V. Bansal,et al.  Molecular iodine : A versatile catalyst for the synthesis of bis(4-hydroxycoumarin) methanes in water , 2007 .

[33]  Tong‐Shuang Li,et al.  Ultrasound-assisted synthesis of 1,8-dioxo-octahydroxanthene derivatives catalyzed by p-dodecylbenzenesulfonic acid in aqueous media. , 2006, Ultrasonics sonochemistry.

[34]  Tong‐Shuang Li,et al.  Solid‐State Condensation Reactions Between Aldehydes and 5,5‐Dimethyl‐1,3‐cyclohexanedione by Grinding at Room Temperature , 2005 .

[35]  G. Kaupp,et al.  Quantitative reaction cascades of ninhydrin in the solid state. , 2002, Chemistry.

[36]  W. Cao,et al.  KNOEVENAGEL CONDENSATION OF ALDEHYDES WITH CYCLIC ACTIVE METHYLENE COMPOUNDS IN WATER , 2002 .

[37]  G. Kaupp,et al.  Iminium Salts in Solid‐State Syntheses Giving 100% Yield , 2000 .

[38]  Jayoung Kim,et al.  Figure 1 , 2000 .

[39]  R. Ion,et al.  The incorporation of various porphyrins into blood cells measured via flow cytometry, absorption and emission spectroscopy. , 1998, Acta biochimica Polonica.