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Abstract
Synth. Commun. 2004, 34, 759
Synthesis of 2‐Alkylamino‐3‐Fluoropyridines Using Buchwald Conditions
Peter M. Munson and Wayne J. Thompson
Merck Research Laboratories, Department of Medicinal Chemistry, West Point, Pennsylvania, USA
Synthesis of 2‐alkylamino‐3‐fluoropyridines from 2‐chloro‐3‐fluoropyridine using palladium‐catalyzed coupling reaction under Buchwald conditions is described.
Abstract
Synth. Commun. 2004, 34, 767
A Simple Method for the Preparation of Functionalized Steric Hindered Methacrylic Acid Esters and Amides
Frank Zeuner, Stefan Quint, Franz Geipel, and Norbert Moszner
Ivoclar Vivadent AG, Schaan, Principality of Liechtenstein
Methacrylates are obtained by using a one pot method, in which the α‐methyl substituted acrylic acid is converted into the corresponding anhydride in situ by means of carbodiimides or p‐toluenesulfonyl chloride and a further reaction with 2,6‐dialkylphenols in the presence of 4‐(dimethylamino)pyridine (DMAP) as the catalyst.
Abstract
Synth. Commun. 2004, 34, 775
A Concise, High Yield Synthesis of the Selective ECE‐Inhibitor, CGS 35066
Abdul H Fauq, Murad A. Khan, and Christopher Eckman
Birdsall Research Building, Mayo Clinic Jacksonville, Jacksonville, Florida, USA
A highly efficient enantiomeric synthesis of the selective endothelin‐converting enzyme, CGS 35066 is described.
Abstract
Synth. Commun. 2004, 34, 783
Synthesis of New 4,5‐Dihydro‐3(2H)‐Pyridazinone Derivatives
E. Meyer, A.C. Joussef, H. Gallardo, and L. de B.P. de Souza
Departamento de Química, Universidade Federal de Santa Catarina, Florianópolis, Brazil
A novel series of compounds structurally related to nonpeptide angiotensin II (AII) receptor antagonists derived from 4,5‐dihydro‐3(2H)‐pyridazinones has been prepared.
Abstract
Synth. Commun. 2004, 34, 795
Improved Procedures for Preparation of Racemic Capreomycidine
Ayako Yamashita, Emily B. Norton, and Tarek S. Mansour
Wyeth Research, Pearl River, New York, USA
A previously reported route to (±)‐capreomycidine was improved via a key step of NO+ addition/retro‐Claisen reaction.
Abstract
Synth. Commun. 2004, 34, 817
Enzymatic Resolution of 5‐Phenylselanyltetrahydro‐2‐Furanone. Enantioselective Preparation of (R) and (S)‐γ‐Valerolactone
Giuliano C. Clososki,1 Carlos E. Costa,1 Lauri J. Missio,2 Quezia B. Cass,2 and João V. Comasseto1
1Instituto de Química, Universidade de São Paulo, São Paulo, SP, Brazil;
2Departamento de Química, Universidade Federal de São Carlos, São Carlos, SP, Brazil
Abstract
Synth. Commun. 2004, 34, 829
Solvent‐Free Synthesis of Ethyl α‐Cyanocinnamates Catalyzed by K2O–AL2O3 Using Grinding Method
Shu‐Xiang Wang, Ji‐Tai Li, Wen‐Zhi Yang, Ya‐Hui Yin, and Zi‐Hui Xie
Department of Chemistry, College of Chemistry and Environmental Science, Hebei University, Baoding, P.R. China
K2O‐Al2O3 catalyzes the Knoevenagel condensation of ethyl cyanoacetate with aromatic aldehydes, giving ethyl α‐cyanocinnamates in 94–98% yield under solvent‐free condition by grinding at room temperature.
Abstract
Synth. Commun. 2004, 34, 835
Synthesis of 3,4,5,6‐Tetrahydro‐2H‐1,3,4‐Oxadiazin‐2‐Ones Employing a Metal Hydride and Diethyl Carbonate: An Alternative Cyclization Method over 1,1′‐Carbonyldiimidazole
David M. Casper, David Kieser, Jennifer R. Blackburn, and Shawn R. Hitchcock
Department of Chemistry, Illinois State University, Normal, Illinois, USA
A series of 3,4,5,6‐tetrahydro‐2H‐1,3,4‐oxadiazin‐2‐ones have been synthesized from, valine, leucine, ephedrine and norephedrine.
Abstract
Synth. Commun. 2004, 34, 845
A Convenient Synthesis of Octahydro‐Pyrazino[1,2‐a]Pyrazine
Feng Liang,1 Xiao‐Jun Wu,1 Shi‐Wei Zhang,2 and Cheng‐Tai Wu1
1Department of Chemistry, Wuhan University, Wuhan, P.R. China
2State Key Laboratory for Structural Chemistry of Stable and Unstable Species, Peking University, Beijing, P.R. China
An efficient synthesis of octahydro‐pyrazino[1,2‐a]pyrazine is described.
Abstract
Synth. Commun. 2004, 34, 853
A Practical Two‐Step Synthesis of 3‐Alkyl‐2,3‐Dihydro‐1H‐Isoindolin‐1‐Ones
Yuan‐Ping Ruan, Ming‐De Chen, Ming‐Zhu He, Xiang Zhou, and Pei‐Qiang Huang
Department of Chemistry, Xiamen University, Xiamen, Fujian, China
A flexible two‐step synthesis of 3‐alkyl‐isoindolin‐1‐ones via a reductive‐alkylation of phthalimide is described.
Abstract
Synth. Commun. 2004, 34, 863
Oxidative Rearrangement of Yohimbanones
Michael S. Leonard, Patrick J. Carroll, and Madeleine M. Joullié
Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania, USA
A concise new route to 1‐aroyl‐β‐carboline‐3‐carboxylates is presented in the context of a novel oxidative ring opening of the yohimbanone backbone.
Abstract
Synth. Commun. 2004, 34, 871
Practical Stereoselective Synthesis of (2E)‐ and (2Z)‐4‐Cycloalkylidenebut‐2‐Enoic Acids
Stoyan K. Karagiozov and Frank S. Abbott
Division of Biomolecular and Pharmaceutical Chemistry, Faculty of Pharmaceutical Sciences, University of British Columbia, Vancouver, B.C., Canada
Abstract
Synth. Commun. 2004, 34, 889
α‐Chlorination of Carboxylic Acids Using Trichloroisocyanuric Acid
Gene A. Hiegel, Diane Dutton Faher, Justin C. Lewis, Tan Duc Tran, Gregory G. Hobson, and Farhad Farokhi
Department of Chemistry and Biochemistry, California State University, Fullerton, California, USA
Carboxylic acids are chlorinated in the α position by heating with trichloroisocyanuric acid after formation of a small amount of the acid chloride using phosphorus trichloride.
Abstract
Synth. Commun. 2004, 34, 895
ZnI2/NaCNBH3 as an Efficient Reagent for Regioselective Ring Opening of the Benzylic Epoxide Moiety
L. M. Finkielsztein,1 J. M. Aguirre,2 B. Lantan˜o,1 E. N. Alesso,1 and G. Y. Moltrasio Iglesias1
1Departamento de Química Orga´nica, Facultad de Farmacia y Bioquímica, Universidad de Buenos Aires, Buenos Aires, Argentina
2Departamento de Ciencias Ba´sicas, Universidad Nacional de Luja´n, Luja´n, Argentina
Abstract
Synth. Commun. 2004, 34, 903
A Convenient Preparation of Trifluoroacetonitrile: Application to the Synthesis of a Novel Pyrimidinone Building Block
Marshall H. Parker
Dow AgroSciences LLC, Dow Venture Center, Indianapolis, Indiana, USA
The generation of trifluoroacetonitrile (1) under mild conditions and controlled rates from easily accessible starting materials is described. The practicality of this method is exemplified via the synthesis of multigram quantities of a novel pyrimidinone building block 3.
Abstract
Synth. Commun. 2004, 34, 909
A Convenient and Effective Method for Synthesizing β‐Amino‐α,β‐Unsaturated Esters and Ketones
Yuanhe Gao, Qihan Zhang, and Jiaxi Xu
Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, Department of Chemical Biology, College of Chemistry and Molecular Engineering, Peking University, Beijing, China
A convenient and effective method for the preparation of β‐amino‐α,β‐unsaturated esters and ketones via silica gel‐catalyzed and solvent‐free reactions of β‐dicarbonylic compounds with ammonia and primary amines is described.
Abstract
Synth. Commun. 2004, 34, 917
An Improved Total Synthesis of PET HSV‐tk Gene Expression Imaging Agent 9‐[(3‐[18F]Fluoro‐1‐hydroxy‐2‐Propoxy)Methyl] Guanine ([18F]FHPG)
Ji‐Quan Wang,1 Qi‐Huang Zheng,1 Xiangshu Fei,1 Xuan Liu,1 Thomas A. Gardner,2 Chinghai Kao,2 Sudhanshu P. Raikwar,2 Barbara E. Glick‐Wilson,1 Michael L. Sullivan,1 Bruce H. Mock,1 and Gary D. Hutchins1
Departments of 1Radiology and 2Urology, Indiana University School of Medicine, Indianapolis, Indiana, USA
Abstract
Synth. Commun. 2004, 34, 933
Synthesis of N‐Benzylated Anilines from the Reaction of Anilines and Benzyl Chloroformate
Hari Pati, Paul Weisbruch, Adrienne Lemon, and Moses Lee
Department of Chemistry, Furman University, Greenville, South Carolina, USA
Abstract
Synth. Commun. 2004, 34, 941
p‐Methoxy Diphenylmethanol (MDPM), p‐Phenyl Diphenylmethanol (PDPM), and p‐Phenylphenyl Diphenylmethanol (PPDPM)—Protecting Groups for Alcohols—Protection and Deprotection
G. V. M. Sharma, T. Rajendra Prasad, Rakesh, and B. Srinivas
D‐211, Discovery Laboratory, Organic Chemistry Division III, Indian Institute of Chemical Technology, Hyderabad, India.
Abstract
Synth. Commun. 2004, 34, 951
Mild Diazo Transfer Reaction Catalyzed by Modified Clays
Renata de S. Rianelli, Maria Cecília B. V. de Souza, and Vitor F. Ferreira
Instituto de Química, Departamento de Química Orgaˆnica, Universidade Federal Fluminense, Niterói, Rio de Janeiro, Brazil
A very mild method for the preparation of various 2‐diazo‐1,3‐carbonyl compounds in the presence clays is reported.
