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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 37, 2007 - Issue 23
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Abstracts

Graphical Abstracts

Pages 4085-4092 | Published online: 10 Dec 2007
 

Abstract

Graphical Abstract Section

Abstract

Synth. Commun. 2007, 37, 4093

EFFCIENT BAEYER–VILLIGER OXIDATION OF KETONES USING MOLECULAR IODINE/H2O2 AS HETEROGENEOUS CATALYTIC SYSTEM

Digambar D. Gaikwad,1 Satish A. Dake,2 Ravibhushan S. Kulkarni,2 Wamanrao N. Jadhav,2 Shankar B. Kakde,3 and Rajendra P. Pawar2

1Department of Chemistry, Vaidayanath College, Parli Vaijnath, India

2Organic Chemistry, Synthesis Laboratory, Dnyanopasak College, Parbhani, India

3College of Pharmaceutical Sciences, Berhampur, Orissa, India

The use of molecular iodine as a catalyst for the oxidation of ketones using hydrogen peroxide in the presence of acetic acid at room temperature is reported.

Abstract

Synth. Commun. 2007, 37, 4099

ACTIVATION OF DMSO BY PHOSPHONITRILIC CHLORIDE: AN EFFICIENT METHOD FOR OXIDATION OF ALCOHOLS

Sanjay K. Pandey, Alakesh Bisai, and Vinod K. Singh

Department of Chemistry, Indian Institute of Technology, Kanpur, India

Abstract

Synth. Commun. 2007, 37, 4105

SILICA–PSCl3: A MILD AND EFFICIENT REAGENT FOR DEOXYGENATION OF SULFOXIDES

Lokesh Kumar Pandey, Uma Pathak, and A. Narasimha Rao

Synthetic Chemistry Division, Defence R&D Establishment, Gwalior, India

A mild and efficient deoxygenation of sulfoxides has been described.

Abstract

Synth. Commun. 2007, 37, 4111

SYNTHESIS OF STERICALLY HINDERED 1,3‐DIKETONES

Nitin S. Nandurkar,1 Mayur J. Bhanushali,1 Dinkar S. Patil2, and Bhalchandra M. Bhanage1

1Department of Chemistry, Institute of Chemical Technology, N. Parekh Marg, Mumbai 40019, India

2Laser and Plasma Technology Division, Bhabha Atomic Research Centre, Mumbai, India

An efficient and practical method for the synthesis of sterically hindered aliphatic/aromatic 1,3‐diketones via coupling of ketones with esters using potassium tert‐butoxide is described. The protocol requires milder operating conditions, and the products are obained in good to excellent yields.

Abstract

Synth. Commun. 2007, 37, 4117

PERCHLORIC ACID SUPPORTED ON SILICA CATALYZED EFFICIENT SYNTHESIS OF 1,5‐BENZODIAZEPINES

H. M. Meshram, P. N. Reddy, P. Vishnu Murthy, and J. S. Yadav

Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad, India

Abstract

Synth. Commun. 2007, 37, 4123

SYNTHESIS OF (±)‐12‐METHOXYHERBERTENEDIOL DIMETHYL ETHER

A. Srikrishna, S. Ratna Kumar, and P. C. Ravikumar

Department of Organic Chemistry, Indian Institute of Science, Bangalore, India

Abstract

Synth. Commun. 2007, 37, 4141

HIGHLY EFFICIENT MICROWAVE‐ASSISTED SYNTHESIS OF SUBPHTHALOCYANINES

L. Giribabus, C. Vijay Kumar, A. Surendar, V. Gopal Reddy, M. Chandrasekharam, and P. Yella Reddy

Indian Institute of Chemical Technology, Hyderabad, India

A novel, highly efficient, single‐step synthesis of subphthalocyanines using microwave irradiation of phthalonitrile and boron trichloride in 1‐chloronaphthalene was accomplished for the first time. This provides a new preparative method for the synthesis of subphthalocyanines with reduced reaction times and improved yields.

Abstract

Synth. Commun. 2007, 37, 4149

RAPID AND CATALYST‐FREE α‐HALOGENATION OF KETONES USING N‐HALOSUCCINAMIDES IN DMSO

B. Sreedhar, P. Surendra Reddy, and M. Madhavi

Indian Institute of Chemical Technology, Tarnaka, Hyderabad, India

Abstract

Synth. Commun. 2007, 37, 4157

NOVEL CHIRAL AUXILIARY FOR ATTEMPTED RESOLUTION OF KEY ROXIFIBAN INTERMEDIATE: A SIMPLE DIASTEREOSELECTIVE COUPLING APPROACH FOR THE SYNTHESIS OF ROXIFIBAN

Ashok K. Gangopadhyay, Gopal V. Gole, Ravindra D. Jadhav, and Bansi Lal

Nicholas Piramal India Ltd., Mumbai, India

We describe a simple method for the synthesis of Roxifiban, a potent GP IIb‐IIIa receptor antagonist, by a diastereoselective coupling approach to give >99.9% optical purity. Although an attempt to resolve the key synthetic intermediate by diastereomeric ester formation was successful, the removal of chiral auxiliary led to partial racemization.

Abstract

Synth. Commun. 2007, 37, 4173

CONVENIENT SYNTHESIS OF 5‐ARYL URACILS

M. Monzur Morshed, Qinwei Wang, Shahidul Islam, and M. Mahmun Hossain

Department of Chemistry and Biochemistry, University of Wisconsin—Milwaukee, Milwaukee, Wisconsin, USA

Abstract

Synth. Commun. 2007, 37, 4183

RING‐OPENING OF BENZOCYCLOBUTENOL WITH MILD BASES AND TRAPPING WITH DIENEOPHILES

Simon J. Shaw

Kosan Biosciences, Hayward, California, USA

Abstract

Synth. Commun. 2007, 37, 4191

USE OF DI‐TERT‐BUTYL‐DICARBONATE BOTH AS A PROTECTING AND ACTIVATING GROUP IN THE SYNTHESIS OF DIPEPTIDES

S. Jhaumeer Laulloo,1 A. Khodaboccus,2 U. Hemraz,1 and S. Sunnassee1

1Department of Chemistry, University of Mauritius, Réduit, Mauritius

2Boehringer Ingelheim Chemicals, Virginia Biotech Research Park, Richmond, Virginia, USA

The formation of an amide bond using di‐tert‐butyl dicarbonate is described.

Abstract

Synth. Commun. 2007, 37, 4199

SIMPLE SYNTHESIS OF 4‐SUBSTITUTED 1(2H)‐ISOQUINOLINONES VIA ELECTROPHILIC TRAPPING OF LITHIATED MONO‐ AND DIANION PRECURSORS

Anthony D. Sercel, Joseph P. Sanchez, and H. D. Hollis Showalter

Chemistry Department, Pfizer Global Research and Development, Michigan Laboratories, Ann Arbor, Michigan, USA

Abstract

Synth. Commun. 2007, 37, 4209

SYNTHESIS OF NOVEL CARBOHYDRATE ACRIDINONE DERIVATIVES WITH POTENTIAL BIOLOGICAL ACTIVITIES USING 1,3‐DIPOLAR CYCLOADDITION

Mirta L. Fascio,1 Norma Beatriz D'Accorso,1 Rolando F. Pellón,2 and Maite L. Docampo2

1CIHIDECAR‐CONICET, Facultad de Ciencias Exactas y Naturales, Departamento de Química Orgánica, UBA, Buenos Aires, Argentina

2Center of Pharmaceutical Chemistry, Havana, Cuba

Novel isoxazoline derivatives (1316) were synthesized by 1,3‐dipolar cycloaddition, using the carbohydrate derivative as dipole and different 10‐allyl‐9(10H)‐acridinone derivatives (912) as dipolarophiles. The new cycloadducts (1316) as well as the dipolarophiles precursors (912) were characterized spectroscopically.

Abstract

Synth. Commun. 2007, 37, 4219

CESIUM CARBONATE–PROMOTED MICHAEL‐TYPE ADDITION OF THIOLS TO HEX‐1‐EN‐3‐ULOSE: A PRACTICAL SYNTHESIS OF 2‐DEOXY‐1‐THIO‐α‐HEXOPYRANOSID‐3‐ULOSE TEMPLATE

Debashis Ganguly, Haiqun Tang, and Michael J. Rodriguez

Lilly Research Laboratories, Eli Lilly & Company, Indianapolis, Indiana 46285, USA

The template 2‐deoxy‐1‐thio‐α‐hexopyranosid‐3‐ulose was synthesized in quantitative yield and high diastereoselectivity by 1,4‐addition of aryl and alkyl thiols to hex‐1‐en‐3‐ulose promoted by cesium carbonate in THF.

Abstract

Synth. Commun. 2007, 37, 4227

EFFICIENT SYNTHESIS OF HIGHLY SUBSTITUTED FURAN, THIOPHENE, PYRROLE AND 2‐AMINOTHIAZOLE DERIVATIVES

Nadia Hanafy Metwally

Faculty of Science, Department of Chemistry, Cairo University, Giza, Egypt

Abstract

Synth. Commun. 2007, 37, 4239

PALLADIUM‐CATALYZED HETEROAROMATIC COUPLINGS MEDIATED BY MICROWAVE IRRADIATION

Mauro Panunzio,1 Emiliano Tamanini,1 Yves St‐Denis,2 Fabio Maria Sabbatini,2 Romano Di Fabio,2 and Zhining Xia3

1ISOF‐CNR, Department of Chemistry “G. Ciamician”, Bologna, Italy

2GlaxoSmithKline Research Center, Verona, Italy

3Institute of Chemistry and Chemical Engineering, Chongqing University, Chongqing, China

Abstract

Synth. Commun. 2007, 37, 4245

EXPEDIENT SYNTHESIS OF HYDROXYTYROSOL AND ITS ESTERS

Paolo Bovicelli,1 Roberto Antonioletti,2 Silvia Mancini,2 Stefano Causio,2 Giorgio Borioni,2 Sergio Ammendola,3 and Maurizio Barontini4

1Institute of Biomolecular Chemistry, CNR, University “La Sapienza”, Rome, Italy

2SynthActive, Rome, Italy

3Ambiotec, Rome, Italy

4University of Tuscia, Viterbo, Italy

Abstract

Synth. Commun. 2007, 37, 4253

SHORT AND EFFICIENT SYNTHESIS OF RUBROLIDE E

Subhash P. Chavan, Ashok B. Pathak, Ankur Pandey, and Uttam R. Kalkote

Division of Organic Chemistry: Technology, National Chemical Laboratory, Pune, India

Short and efficient synthesis of rubrolide E from commercially available 4‐methoxyphenylacetonitrile employing ring‐closing metathesis and 4‐methoxyacetophenone employing Knoevenagel condensation and Reformatsky reactions are the key steps are described.

Abstract

Synth. Commun. 2007, 37, 4265

NOVEL METHOD FOR PREPARATION OF MONOESTERS OF SYMMETRIC DIPHENOLIC COMPOUNDS LIKE CURCUMIN (1,7‐BIS(4‐HYDROXY‐3‐METHOXY PHENYL)‐1,6‐HEPTADIENE‐3,5‐DIONE) VIA SOLID‐PHASE SYNTHESIS

Shiv Kumar Dubey,1 Vishnu Dwivedi,1 and Krishna Misra2

1Centre for Biotechnology, University of Allahabad, Allahabad, India

2Chemistry Department, University of Allahabad, Allahabad, India

Abstract

Synth. Commun. 2007, 37, 4273

EFFICIENT SYNTHESIS OF SUBSTITUTED 2‐AMINO‐3‐CARBETHOXYTHIOPHENES

M. K. Kathiravan,1 C. J. Shishoo,2 T. S. Chitre,3 K. R. Mahadik,1 and K. S. Jain3

1Poona College of Pharmacy, Pune, India

2L. M. College of Pharmacy, Ahmedabad, India

3Sinhgad College of Pharmacy, Pune, India

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