Graphical Abstracts

Abstract

Synth. Commun. 2005, 35, 897

Uncatalyzed Reductive Fission of Azoarenes to Aminoarene(s) by Hydrazine Hydrate

M. A. Pasha¹ and H. M. Nanjundaswamy²

¹Department of Chemistry, Central College Campus, Bangalore University, Bangalore, India

²Chemical Examination Section, Public Health Institute, Bangalore, India

Various azoarenes with hydrazine hydrate in refluxing ethanol undergo reductive fission to give easily isolable aminoarenes without use of any specialized catalyst. The reaction is fast and cost effective, and yields are excellent (85–95%). Substituents such as ‒OH, ‒OCH₃, ‒COOH, ‒Cl, and ‒Br are unaffected. The method affords an elegant route to the preparation of aminoarenes.

Abstract

Synth. Commun. 2005, 35, 901

Synthesis of Bridgehead Nitrogen Heterocycles on a Solid Surface

Shashikanth Ponnala, S. T. V. S. Kiran Kumar, Bashir A. Bhat, and Devi Prasad Sahu

Division of Medicinal and Process Chemistry, Central Drug Research Institute, Lucknow, India

Bridgehead nitrogen heterocycles were synthesized from heteroaromatic amidines and cyclic or acyclic α‐bromoketones under solvent‐free conditions at room temperature on a solid surface in excellent yields, which are higher than those obtained with hitherto‐known methods of syntheses.

Abstract

Synth. Commun. 2005, 35, 907

Facile Synthesis of 12‐Ketoquino[2,1‐b]Quinazolines via the Vilsmeier–Haack Reaction of 6‐Nitro‐2‐Methyl‐3‐Aryl ‐4(3H)Quinazolones

Harjinder S. Bhatti and S. Seshadri

Dyes Research Laboratory, University Institute of Chemical Technology, University of Mumbai, Matunga, Mumbai, India

An unprecedented attack of the iminium species generated in situ under the Vilsmeier conditions on the 3‐aryl ring of 6‐nitro‐2‐methyl‐3‐aryl‐4(3H)quinazolones provided a facile approach to the synthesis of tetracyclic 12‐ketoquino[2,1‐b]quinazolines.

Abstract

Synth. Commun. 2005, 35, 913

Fe‐HCl: An Efficient Reagent for Deprotection of Oximes as well as Selective Oxidative Hydrolysis of Nitroalkenes and Nitroalkanes to Ketones

Prasun K. Pradhan, Sumit Dey, Parasuraman Jaisankar, and Venkatachalam S. Giri

Department of Medicinal Chemistry, Indian Institute of Chemical Biology, Calcutta, India

Abstract

Synth. Commun. 2005, 35, 923

Facile Synthesis of 3(α,β‐Diaryl Vinyl)Indoles Under Conventional and Solvent‐Free Microwave Irradiation

Pichamuthu Jaisankar and Panayencheri C. Srinivasan

Department of Organic Chemistry, University of Madras, Chennai, India

An efficient route for the synthesis of 3‐diarylvinylindoles has been developed by employing phosphorylchloride as a reagent under conventional conditions and microwave irradiation using K₁₀ montmorillinite clay as a solid support.

Abstract

Synth. Commun. 2005, 35, 929

Efficient and Versatile Single‐Pot Alternative Approach to Dipyrromethanes

Kamaljit Singh, Sonia Behal, and Prasant K. Deb

Department of Applied Chemical Sciences and Technology, Guru Nanak Dev University, Amritsar, India

Perhydro 1,3‐O, N‐heterocycles react with pyrrole under acid catalyzed conditions to furnish meso‐substituted dipyrromethanes in a synthetically useful manner.

Abstract

Synth. Commun. 2005, 35, 935

Benzoyl Cyanide: A Mild and Efficient Reagent for Benzoylation of Nucleosides

Ashok K. Prasad,¹ Vineet Kumar,¹ Jyotirmoy Maity,¹ Zhiwei Wang,² Vasulinga T. Ravikumar,² Yogesh S. Sanghvi,² and Virinder S. Parmar¹

¹Bioorganic Laboratory, Department of Chemistry, University of Delhi, Delhi, India

²ISIS Pharmaceuticals Inc., Carlsbad, California, USA

Efficient benzoylation of various nucleosides (both ribo‐ and 2′‐deoxyribo) has been accomplished in pyridine with catalytic amount of DMAP and benzoyl cyanide under mild conditions.

Abstract

Synth. Commun. 2005, 35, 947

Studies in Thio‐Claisen Rearrangement: Synthesis of Thieno‐[3,2‐c]‐Quinolone Derivatives from 4‐Allylthio‐quinolin‐2‐(1H)‐Ones

K. C. Majumdar, D. Saha, and M. Ghosh

Department of Chemistry, University of Kalyani, Kalyani, India

Abstract

Synth. Commun. 2005, 35, 955

Unique 11b‐Substituted Indeno[2,1‐c]quinolin‐6‐one Ring System

Lorna H. Mitchell and Brian Samas

Department of Chemistry and Department of Pharmaceutical Sciences, Pfizer Global R&D, Ann Arbor, Michigan, USA

Abstract

Synth. Commun. 2005, 35, 961

Praseodymium Trifluoromethylsulfonate as an Efficient and Recyclable Catalyst for the Synthesis of α‐Aminonitriles

Surya K. De and Richard A. Gibbs

Department of Medicinal Chemistry and Molecular Pharmacology, School of Pharmacy, Purdue Cancer Center, Purdue University, West Lafayette, USA

Abstract

Synth. Commun. 2005, 35, 967

Ibotenic Acid Decarboxylation to Muscimol: Dramatic Solvent and Radiolytic Rate Acceleration

Crist N. Filer, James M. Lacy, and C. T. Peng

PerkinElmer Life and Analytical Sciences Inc., Boston, USA

The decarboxylation of ibotenic acid to muscimol in DMSO with ³H₂O or D₂O is discussed.

Abstract

Synth. Commun. 2005, 35, 971

Novel and Efficient Catalytic Route for the Syntheses of Tetrahydrofurans useful in the Preparation of Neonicotinoid Insecticides

Srinagesh Kumar Potluri, A. Raghu Ramulu, and M. Pardhasaradhi

Gas Based Chemicals and Organic Intermediates Division, Indian Institute of Chemical Technology, Hyderabad, India

Abstract

Synth. Commun. 2005, 35, 979

Preparation of 3β‐Acetoxy‐17a‐Oxo‐Androst‐5‐Ene‐7,17‐Dione, a Biologically Active Impurity Isolated from the Production of 3β‐Acetoxyandrost‐5‐Ene‐7,17‐Dione

Lisa D. Coutts, Russell J. DeOrazio, and Harold Meckler

Albany Molecular Research Institute, Chemical Development and Medicinal Chemistry Departments, Albany, New York, USA

Abstract

Synth. Commun. 2005, 35, 987

A Simple, Concise, Stereocontrolled Synthesis of (8E,10Z)‐Pentadecadien‐1‐ol Acetate

Subhash P. Chavan, Rajendra K. Kharul, Subhash K. Kamat, Uttam R. Kalkote, and Ramesh R. Kale

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

A simple, concise, and stereocontrolled synthesis of (8E,10Z)‐pentadecadien‐1‐ol‐acetate involving the Cadiot–Chodkiewicz reaction as the key step is described.

Abstract

Synth. Commun. 2005, 35, 995

Improved Synthesis of 7,5‐Fused Bicyclic Lactams for Use as Peptidomimetics

Wesly Seide and Samuel E. Watson

Department of Chemistry and Biochemistry, Long Island University, Brooklyn, New York, USA

An improved synthesis of (3S,7R,10S)‐methyl‐2‐oxo‐3‐N‐phthaloylamino‐1‐azabicyclo [5.3.0]decane‐10‐carboxylate from L‐glutamic acid and L‐allylglycine is presented.

Abstract

Synth. Commun. 2005, 35, 1003

Syntheses of 4‐[(1H,3H)‐Pyrimidine‐2,4‐dion‐1‐yl]‐ and 4‐[(1H,3H)‐5‐Methylpyrimidine‐2,4‐dion‐1‐yl]‐1,6‐heptadienes

Kamal H. Bouhadir,¹ Jing‐Lan Zhou,² and Philip B. Shevlin²

¹Department of Chemistry, American University of Beirut, Beirut, Lebanon

²Department of Chemistry, Auburn University, Auburn, Alabama, USA