95330-34-0Relevant academic research and scientific papers
An Easy-to-Machine Electrochemical Flow Microreactor: Efficient Synthesis of Isoindolinone and Flow Functionalization
Folgueiras-Amador, Ana A.,Philipps, Kai,Guilbaud, Sébastien,Poelakker, Jarno,Wirth, Thomas
, p. 15446 - 15450 (2017/11/10)
Flow electrochemistry is an efficient methodology to generate radical intermediates. An electrochemical flow microreactor has been designed and manufactured to improve the efficiency of electrochemical flow reactions. With this device only little or no supporting electrolytes are needed, making processes less costly and enabling easier purification. This is demonstrated by the facile synthesis of amidyl radicals used in intramolecular hydroaminations to produce isoindolinones. The combination with inline mass spectrometry facilitates a much easier combination of chemical steps in a single flow process.
Enantioselective, Catalytic Fluorolactonization Reactions with a Nucleophilic Fluoride Source
Woerly, Eric M.,Banik, Steven M.,Jacobsen, Eric N.
supporting information, p. 13858 - 13861 (2016/11/06)
The enantioselective synthesis of 4-fluoroisochromanones via chiral aryl iodide-catalyzed fluorolactonization is reported. This methodology uses HF-pyridine as a nucleophilic fluoride source with a peracid stoichiometric oxidant and provides access to lactones containing fluorine-bearing stereogenic centers in high enantio- and diastereoselectivity. The regioselectivity observed in these lactonization reactions is complementary to that obtained with established asymmetric electrophilic fluorination protocols.
Regiodivergent Iodocyclizations for the Highly Diastereoselective Synthesis of syn - And anti -Hydroxyl-Isochromanones and -Isobenzofuranones: Concise Synthesis of the Isochromanone Core of the Ajudazols
Thiede, Sebastian,Winterscheid, Peter Maria,Hartmann, Jan,Schnakenburg, Gregor,Essig, Sebastian,Menche, Dirk
, p. 697 - 709 (2016/03/01)
An efficient synthetic strategy to access hydroxyl-isochromanone and -isobenzofurans from readily available joint alkene precursors by a regiodivergent one-pot iodocyclization-substitution tandem process is reported. The cyclizations proceed with excellen
Stereoselective synthesis of hydroxy stilbenoids and styrenes by atom-efficient olefination with thiophthalides
Mitra, Prithiba,Shome, Brateen,Ranjan De, Saroj,Sarkar, Anindya,Mal, Dipakranjan
, p. 2742 - 2752 (2012/11/07)
The synthesis of stilbenoids and styryl carboxylic acids is accomplished with high E-stereoselectivity by olefination of aldehydes with thiophthalides under basic conditions. The olefination is highly atom-efficient as it only loses elemental sulfur during the reaction. This olefination, in conjunction with retro Kolbe-Schmitt reaction, allows facile synthesis of E-hydroxystilbenoids with minimal employment of protecting groups. This study also discloses two important findings: formation of i) 4-methylsulfanyl isocoumarins and ii) an 2-arylindenone. The Royal Society of Chemistry 2012.
Alkenylphosphonates: Unexpected products from reactions of methyl 2-[(diethoxyphosphoryl)methyl]benzoate under Horner-Wadsworth-Emmons conditions
Baird, Lynton J.,Colomban, Cedric,Turner, Claire,Teesdale-Spittle, Paul H.,Harvey, Joanne E.
supporting information; experimental part, p. 4432 - 4435 (2011/07/30)
Methyl 2-[(diethoxyphosphoryl)methyl]benzoate reacts with several aldehydes to produce an alkenylphosphonate as the major product, together with varying amounts of the expected Horner-Wadsworth-Emmons product, a 1,2-disubstituted E-alkene. Use of a bulky aldehyde or the tert-butyl ester favours the normal HWE product.
Synthesis and in vitro evaluation of the Ras farnesyltransferase inhibitor pepticinnamin E
Hinterding, Klaus,Hagenbuch, Patrizia,Retey, Janos,Waldmann, Herbert
, p. 1236 - 1239 (2007/10/03)
A modularly built bisubstrate inhibitor, the natural product pepticinnamin E (shown on the right) was synthesized for the first time. In the case of in vitro assays it inhibits the enzyme farnesyltransferase with respect to both the peptide substrate and farnesylpyrophosohate (K1 = 30 and 8 μM, respectively). The inhibitory activity is decisively influenced by the central tripeptide unit and the absolute configuration of the non-proteinogenic amino acid incorporated therein.
Palladium-Assisted (Z)-(E) Isomerization of Styrenes
Giles, Robin G. F.,Son, Vanessa R. Lee,Sargent, Melvyn V.
, p. 777 - 781 (2007/10/02)
It is shown that treatment of stereoisomeric mixtures of styrenes with a catalytic amount of bis(acetonitrile)dichloropalladium(II) achieves smooth stereoisomerization of the (Z)-isomers to the (E)-isomers.
Aryl fatty acid leukotriene synthesis inhibitors
-
, (2008/06/13)
Aryl fatty acid compounds of the formula (I) STR1 wherein R1, R2, R3, X, and Y are as defined herein are novel and useful in the treatment of allergic and inflammatory disorders.
An Investigation into the Formation of Benzo- and Naphtho-pyrans by Cyclisation of ortho-Alkenyl(hydroxyalkyl)benzenes using either Cerium(IV) Ammonium Nitrate or Potassium t-Butoxide in Dimethylformamide
Giles, Robin G. F.,Green, Ivan R.,Pestana, J. Alexandre X.
, p. 2389 - 2396 (2007/10/02)
A series of ortho-alkenylbenzyl alcohols carrying methoxy substituents at appropriate positions on the aromatic ring have been synthesised.Each of these compounds has been treated separately with each of the title reagents.
