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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 4
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Abstracts

Graphical Abstracts

Pages ix-xiv | Published online: 16 Aug 2006
 

Abstract

Synth. Commun. 2004, 34, 557

5‐Amino‐2H‐Pyran‐3(6H)‐One, 1, A Convenient Intermediate in the Synthesis of Pyran Containing 1,4‐Dihydropyridines

Robert J. Altenbach, Konstantinos Agrios, Irene Drizin, and William A. Carroll

Abbott Laboratories, Neuroscience Research, Global Pharmaceutical Research and Development, Abbott Park, Illinois, USA

5‐Amino‐2H‐pyran‐3(6H)‐one, 1, is a novel intermediate that is useful in the synthesis of pyran containing dihydropyridines. The synthesis and use of 1 will be discussed.

Abstract

Synth. Commun. 2004, 34, 571

Synthesis of N‐Thiophosphoryl Amino Acids Via Phosphoramidite Amine‐Exchange

Jack Maung, Tammy Y. Campbell, Charlene C. Shieh, and Clifford E. Berkman

Department of Chemistry & Biochemistry, San Francisco State University, San Francisco, California, USA

N‐Thiophosphoryl amino acids were prepared in high yield via 1H‐tetrazole‐mediated phosphoramidite amine‐exchange, thionation with sulfur, and subsequent deprotection with LiOH.

Abstract

Synth. Commun. 2004, 34, 589

Crude D‐(+)‐Glyceraldehyde Obtained from D‐Mannitol‐Diacetonide by Oxidative Cleavage with Sodium Periodate: Its Reactions with Nucleophilic Species

Jorge L. de O. Domingos,1 Gujiherme V. M. de A. Vilela,1 Paulo R. R. Costa,1 and Ayres G. Dias2

1NPPN‐UFRJ, Rio de Janeiro, Brazil; 2DQO‐UERJ, Rio de Janeiro, Brazil

The oxidative cleavage of D‐(+)‐mannitol‐diacetonide with sodium periodate lead to a mixture of (D)‐(+)glyceraldehyde (2), its hydrate and oligomeric derivatives.

Abstract

Synth. Commun. 2004, 34, 599

Magnesium‐Catalyzed Proficient Reduction of Oximes to Amines Using Ammonium Formate

K. Abiraj and D. Channe Gowda

Department of Studies in Chemistry, University of Mysore, Manasagangotri, Karnataka, Mysore, India.

Oximes are selectively reduced to their corresponding amines in the presence of other functional groups, by employing magnesium powder and ammonium formate. The reduction is fast, mild, clean, cost effective and high yielding.

Abstract

Synth. Commun. 2004, 34, 607

An Efficient Procedure for Preparation of C‐ and N‐Protected 1‐Aminocyclobutane Carboxylic Acid

June J. Kim and Michael R. Wood

Department of Medicinal Chemistry, Merck Research Laboratories, West Point, Philadelphia, USA

Abstract

Synth. Commun. 2004, 34, 625

A Formal [3+2] Alkene Addition to Benzhydrol Cations. A Practical and Mild Methodology for the Synthesis of Substituted 1‐Arylindanes and Related Compounds

Beatriz Lantaño,1 Jose M. Aguirre,2 Liliana Finkielsztein,1 Elba N. Alesso,1 Ernesto Brunet,3 and Graciela Y. Moltrasio1

1Departamento de Química Orgánica, Facultad de Farmacia y Bioquímica, Universidad de Buenos Aires, Buenos Aires, Argentina

2Departamento de Ciencias Básicas, Universidad Nacional de Luján, Luján, Argentina

3Departamento de Química Orgánica, Universidad Autónoma de Madrid, Cantoblanco, 28049 Madrid, España

Abstract

Synth. Commun. 2004, 34, 643

Pd/C‐Catalyzed Transfer‐Hydrogenation of Benzaldehydes to Benzyl Alcohols Using Potassium Formate as the Selective Hydrogen Donor

Mubeen Baidossi,1 Ashutosh V. Joshi,1 Sudip Mukhopadhyay,2 and Yoel Sasson1

1Casali Institute of Applied Chemistry, Hebrew University, Jerusalem, Israel

2Department of Chemical Engineering, University of California, Berkeley, California, USA

Abstract

Synth. Commun. 2004, 34, 657

A Facile Synthesis of (E,Z)‐3‐Chloro‐2‐Propenamides, Acids, and Esters from 2,3‐Acetylenic Acids with Oxalyl Chloride in DMF

Neudo A. Urdaneta, José Salazar, Julio C. Herrera, and Simón E. López

Departamento de Química, Universidad Simón Bolívar, Sartenejas‐Baruta, Caracas, Venezuela

A simple route is described for the synthesis of E and Z 3‐chloro‐2‐propenamides, acids and esters by the reaction of 2,3‐acetylenic acids with oxalyl chloride in DMF followed by treatment of the corresponding 3‐chloro‐2‐propenoyl chloride derivative with amines, water and alcohol.

Abstract

Synth. Commun. 2004, 34, 665

Synthesis and Characterization of Some α,β‐Didehydroamino Acid Derivatives

Guifa Su,1,2 Chengxue Pan,2 Hengshan Wang,2 and Longmei Zeng1

1College of Chemistry & Chemical Engineering, Zhongshan University, Canton, P.R. China

2College of Chemistry & Chemical Engineering, Guangxi Normal University, Guilin, P.R. China

Five α,β‐didehydroamino acid derivatives were synthesized and characterized.

Abstract

Synth. Commun. 2004, 34, 673

A Mild and Convenient Synthetic Method for Arylhydrazones of Methyl Benzoate

G. S. Zhang and Z. Suo

Department of Biochemistry, The Ohio State University, Columbus, Ohio, USA

A series of ester arylhydrazones were prepared by treating methyl benzimidate hydrochloride with arylhydrazine hydrochlorides. Treatment of benzimidate hydrochloride with a mixture of arylhydrazine hydrochlorides and sodium methoxide in absolute methanol at room temperature produced the arylhydrazones of methyl benzoate with moderate yield.

Abstract

Synth. Commun. 2004, 34, 679

Synthesis of Nitrogen‐Containing Chiral Calix[4]arene Crown and Semi‐Crown Ether

Y. S. Zheng, C. Zhang, Z. F. Tian, and A. Jiang

Department of Chemistry, Huazhong University of Science and Technology, Wuhan, P.R. China

Abstract

Synth. Commun. 2004, 34, 689

An Improved Total Synthesis of PET HSV‐tk Gene Reporter Probe 9‐(4‐[18F]Fluoro‐3‐Hydroxymethylbutyl)Guanine ([18F]FHBG)

Qi‐Huang Zheng,1 Ji‐Quan Wang,1 Xuan Liu,1 Xiangshu Fei,1 Bruce H. Mock,1 Barbara E. Glick‐Wilson,1 Michael L. Sullivan,1 Sudhanshu P. Raikwar,2 Thomas A. Gardner,2 Chinghai Kao,2 and Gary D. Hutchins1

Departments of 1Radiology and 2Urology, Indiana University School of Medicine, Indianapolis, Indiana, USA

Abstract

Synth. Commun. 2004, 34, 705

A Study of the Aryl–Aryl Coupling Reactions of (4‐X‐C6H4)Ph2P˭O

Michaela Czupik, Nathaniel Bankey, and Eric Fossum

Department of Chemistry, Wright State University, Dayton, Ohio, USA

A variety of biphenyl substituted triarylposphine oxide derivatives were synthesized in good to excellent yields by the palladium catalyzed Suzuki coupling reaction of (4‐X‐C6H4)Ph2P˭O with aryl boronic acids.

Abstract

Synth. Commun. 2004, 34, 721

Mo(CO)6 Mediated Selective Reduction of Azides and Nitro Compounds to Amines Under Neutral Conditions

Suresh Iyer and Girish M. Kulkarni

Organic Chemistry Synthesis Division, National Chemical Laboratory, Pune, India

Abstract

Synth. Commun. 2004, 34, 727

Zirconium (IV) Chloride Catalyzed Ring Opening of Epoxides with Aromatic Amines

N. Raghavendra Swamy, T. Venkateshwar Goud, S. Malla Reddy, P. Krishnaiah, and Y. Venkateswarlu

Organic Chemistry Division‐I, Natural Products Laboratory, Indian Institute of Chemical Technology, Hyderabad, India

Abstract

Synth. Commun. 2004, 34, 735

A Novel Method for the Synthesis of 2(3H)‐Benzimidazolones, 2(3H)‐Benzoxazolone and 2(3H)‐Benzothiazolone via in situ Generated Ortho Substituted Benzoic Acid Azides: Application of Ammonium Azide and Vilsmeier Complex for Acid Azide Generation

Radhakrishnan Sridhar and Paramasivan T. Perumal

Organic Chemistry Division, Central Leather Research Institute, Chennai, India

An easy and generalized route to 2(3H)‐benzimidazolones, 2(3H)‐benzoxazolone and 2(3H)‐benzothiazolone is attempted.

Abstract

Synth. Commun. 2004, 34, 743

Lithium/Sodium Perchlorate Catalyzed Synthesis of Symmetrical Diaryl Sulfoxides

B. P. Bandgar and S. S. Makone

Organic Chemistry Research Laboratory, School of Chemical Sciences, S.R.T.M. University, Nanded, India

Synthesis of diaryl sulfoxides from aromatics and thionyl chloride catalyzed by LiClO4/NaClO4 is described. Mild reaction conditions, simple work‐up, inexpensive and easily available catalysts are important and attractive features of this method.

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