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Abstract
Synth. Commun. 2003, 33, 1067
Zeolite-HY Catalyzed Synthesis of 1,8-Naphthyridinyl-3(2H)-Pyridazinones in Dry Media Under Microwave Irradiation
K. Mogilaiah* and N. Vasudeva Reddy
Department of Chemistry, Kakatiya University, Warangal 506 009, India
An efficient microwave assisted solvent free zeolite-HY mediated synthesis of 1,8-naphthyridinyl-3(2H)-pyridazinones is reported.
Abstract
Synth. Commun. 2003, 33, 1073
Synthesis of Guanidine Derivatives and Molecular Recognition
Yanxing Qi, Haixiang Gao, Min Yang, Chun-Gu Xia, and Jishuan Suo*
State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, China
Five Guanidine Derivatives bearing acyl group were synthesized by the reaction of acyl chloride with 1,1,3,3-tetramethylguanidine. One of them (4a) was characterized by X-ray.
Abstract
Synth. Commun. 2003, 33, 1081
Synthesis of Kojic Acid Derivatives Containing Phenolic Hydroxy Groups
J. Kadokawa,1,* T. Nishikura,1 R. Muraoka,1 H. Tagaya,1 and N. Fukuoka2
1Department of Chemistry and Chemical Engineering, Faculty of Engineering, Yamagata University, Yonezawa 992-8510, Japan
2Chemipro Kasei Kaisha Ltd., Chuo-ku, Kobe 650-0044, Japan
Abstract
Synth. Commun. 2003, 33, 1087
A New Entry for the Preparation of Substituted Aromatic Carbonyl Compounds Mediated by Samarium(II) Iodide
Hidemi Yoda,* Naoki Kohata, and Kunihiko Takabe
Department of Molecular Science, Faculty of Engineering, Shizuoka University, Johoku 3-5-1, Hamamatsu 432-8561, Japan
Abstract
Synth. Commun. 2003, 33, 1095
Synthesis of Functionalized 2,3-Dihydropyrroles Promoted by Samarium Diiodide
Xiaoliang Xu1 and Yongmin Zhang1,2,*
1Department of Chemistry, Zhejiang University (Campus Xixi), Hangzhou, 310028, P.R. China
2State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, 200032, P.R. China
The intermolecular reductive coupling of 1,1-diaryl-2,2-dicyanoethylenes or 1,1-diaryl-2-cyano-2-ethoxycarbonylethylenes with substituted benzalazines induced by samarium diiodide was studied. Functionalized 2,3-dihydropyrroles were prepared in good yields under neutral and mild conditions.
Abstract
Synth. Commun. 2003, 33, 1103
Efficient Synthesis of Tolunitriles by Selective Ammoxidation
Guangyong Xie, Qiong Zheng,* Chi Huang, and Yuanyin Chen
College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072, P.R. China
A route to prepare tolunitriles effectively by selective ammoxidation of methylbenzyl chlorides is reported.
Abstract
Synth. Commun. 2003, 33, 1109
One-Pot Synthesis of dl-2-Amino-2-thiazoline-4-carboxylic Acid
Richeng Xuan,* Weixiao Hu, and Zhongyu Yang
Institute of Pharmaceutical Engineering, Zhejiang University of Technology, Hangzhou-310014, P.R. China
dl-2-Amino-2-thiazoline-4-carboxylic acid was prepared in one-pot reaction from 2,3-dichloropropionic acid. Not only the procedure was simplified, but also the yield overall was increased from less than 63% recorded to 93%.
Abstract
Synth. Commun. 2003, 33, 1113
Synthesis of Novel Multifunctional Pyridine-2,6-Dicarboxylic Acid Derivatives
Xian-Hong Yin1,2,* and Min-Yu Tan2
1Department of Chemistry, Guangxi University for Nationalities, Nanning-530006, P.R. China
2Department of Chemistry, LanZhou University, LanZhou-730000, P.R. China
Eleven novel multifunctional compounds with pyridine-2,6-dicarboxylic acid were synthesized by hydrolyzing of ester prepared by coupling of diethyl 4-hydroxypyridine-2,6-dicarboxylate to bis-halohydrocarbon or bis-halide.
Abstract
Synth. Commun. 2003, 33, 1121
An Efficient Method for the Synthesis of (+)-Cyclozonarone, Isozonarol Δ,8,9 and Isozonarone Δ8,9
José Villamizar,* Juan Fuentes, Eleonora Tropper, Angel L. Orcajo, and Randolph Alonso
Centro de Química, Instituto Venezolano de Investigaciones Científicas (I.V.I.C.), Apartado 21827, Caracas, 1020-A, Venezuela
An efficient method for the synthesis of (+)-cyclozonarone 5, isozonarol Δ8,9 6 and isozonarone Δ8,9 7 via the diene 4, obtained in two steps from manool 3, is described.
Abstract
Synth. Commun. 2003, 33, 1131
A Novel Entry into a New Class of Spiro Heterocyclic Framework: A Facile Synthesis of Dispiro[Oxindole-1,2,3,4-Tetrahydro-naphthalen-1-one]pyrrolidines and Spiro[1,2,3,4-tetrahydro-naphthalen-1-one]pyrrolidines
A. Amal Raj and R. Raghunathan*
Department of Organic Chemistry, University of Madras, Guindy Campus, Chennai-25, India
Abstract
Synth. Commun. 2003, 33, 1141
A Synthesis of Captopril Through a Baylis–Hillman Reaction
Melissa P. Feltrin and Wanda P. Almeida*
Instituto de Ciências da Saúde, Universidade Paulista, Av. Comendador Enzo Ferrari, 280, Swift, Campinas, SP, CEP 13043-055, Brazil
In this work we descrbe an alternative route to the antihipertensive drug 1 (Captopril). The strategy is based on a Baylis–Hillman reaction between N-acryloylproline and 3 formaldehyde. A diastereoselective hydrogenation followed by functional group interconversion gave captopril.
Abstract
Synth. Commun. 2003, 33, 1147
A Short and Efficient Synthesis of Mono-Substituted 1,4,7-Triazacyclononanes
Hyun-soon Chong and Martin W. Brechbiel*
Chemistry Section, Radiation Oncology Branch, National Cancer Institute, Building 10, Rm B3B69, NIH, Bethesda, MD 20892
A convenient synthesis of 1,4,7-Triazacyclononane (tacn) derivatives substituted with a single pendant donor group is described.
Abstract
Synth. Commun. 2003, 33, 1155
Synthesis of Some Pyridazine Glycosides
Jun-Qian Feng,1 Chang-Jun Sun,2,* and Li-Qiang Qu2
1Scientific Research Institution of Jinan Refinery, Jinan, 250101, P.R. China
2School of Chemistry and Chemical Engineering, Shandong University, Jinan, 250100, P.R. China
Two N-glycosides 3(A, C) of 6-(4-methoxyphenyl)-3(2H)-pyridazinone 2 and two O-glycosides 6(A, B) of 6-(4-hydroxyphenyl)-4,5-dihydro-3(2H)-pyridazinone 5 were synthesized under phase transfer catalysis. Three O-glycosides 8(A–C) of 2 were prepared by the Koenigs-Knoor reaction of 1(A–C) with the silver salt 7 of 2. The compounds 3A, 8(A–C) were treated by ammonia to obtain four new compounds 4A′, 9(A′–C′).
Abstract
Synth. Commun. 2003, 33, 1163
Condensation of 2-Cyanomethylbenzoic Acid with Secondary Amines as a Method of Synthesis of 3-Amino-1,2-dihydro-1-isoquinolinone Derivatives
Tatyana Kucherenko, Volodimir Kysil, and Volodimir Kovtunenko*
Department of Chemistry, Kiyv Taras Shevchenko University, Kiyv, Vladimirskaya Street, 64, 01033, Ukraine
A simple one-stage method of preparation of 1,2-dihydro-1-isoquinolinone derivatives was proposed by condensation of 2-cyanomethylbenzoic acid with secondary amines.
Abstract
Synth. Commun. 2003, 33, 1167
An Efficient Strategy for the Synthesis of Chiral Liquid Crystals Using Evans' Methodology
Aloir A. Merlo* and Mirele S. Fernandes
Chemistry Institute, Federal University of Rio Grande do Sul, Campus do Vale, 91501 970-Porto Alegre, RS, Brazil
The synthesis of liquid crystal compound 2 was achieved using Evans' methodology.
Abstract
Synth. Commun. 2003, 33, 1179
Microwave-Assisted Synthesis of 10-Substituted Isoalloxazines in the Presence of Solid Acids
S. M. S. Chauhan,* Ram Singh, and Geetanjali
Department of Chemistry, University of Delhi, Delhi-110007, India
The microwave-enhanced synthesis of 10-substituted isoalloxazines is achieved rapidly and in good yield (>80–95%).
Abstract
Synth. Commun. 2003, 33, 1185
Introduction of a Carbohydrate Moiety into the Structure of Thiourea Compounds Targeting HIV-1 Reverse Transcriptase
P. Mallikarjun Goud, T. K. Venkatachalam, and F. M. Uckun*
Department of Chemistry, Parker Hughes Institute, Roseville, MN, 55113, USA
A novel approach for introduction of a carbohydrate moiety into the structure of non-nucleoside inhibitors (NNI) of HIV-1 reverse transcriptase.
Abstract
Synth. Commun. 2003, 33, 1195
Two-Carbons Homologation of Methyl Ketones Examplified for the Synthesis of Citral from 6-Methyl-5-hepten-2-one
Alain Valla,1,* Dominique Cartier,1Alain Laurent,1Benoist Valla,1Roger Labia,1and Pierre Potier2
1Chimie et Biologie des Substances Naturelles, FRE 2125 CNRS 6, Quimper, France
2Institut de Chimie des Substances Naturelles, UPR 2301 CNRS, Gif-sur-Yvette Cedex, France
New facile syntheses of 3,7-dimethyl-octadien-2,6-al (citral) from homologation of 6-methyl-5-hepten-2-one are reported.
Abstract
Synth. Commun. 2003, 33, 1203
Synthesis of a New Bisnorcholanic Lactone
José L. Mola Garate, Leticia Suárez García, Carlos S. Pérez Martinez, Martín A. Iglesias-Arteaga,* Deysma Coll Herrera, and Francisco Coll Manchado
Laboratorio de Productos Naturales, Facultad de Química, Universidad de la Habana, Zapata y G, C. Habana 10400, La Habana, Cuba
The synthesis and spectroscopic characterization of a new bioactive steroid with bisnorcholanic 22→16 lactone moiety are described.
Abstract
Synth. Commun. 2003, 33, 1211
Syntheses of 4-(3,5-Bisphenylmethylene-4-oxo-piperidin-1-yl)-4-oxo-but-2z-enoic Acid Arylamides as Candidate Cytotoxic Agents
Amitabh Jha*a# and Jonathan R. Dimmock*
College of Pharmacy and Nutrition, University of Saskatchewan, Saskatoon, SK S7N 5C9 Canada
The title compounds (A) were designed and synthesized as candidate cytotoxic agents. They were synthesized by reacting 3,5-bisphenylmethylene-4-oxo-piperidine (B) with the appropriate 3-arylcarbamoyl-acrylic acids (C). These reactions follow an unusual mechanism and deviate from the previously reported reactions on similar substrates.
Abstract
Synth. Commun. 2003, 33, 1225
An Improved Synthesis of Canthin-6-one
Kevin M. Czerwinski, Craig A. Zificsak, John Stevens, Melissa Oberbeck, Christopher Randlett, Melissa King, and Steve Mennen
Department of Chemistry, University of Wisconsin-Stevens Point, Stevens Point, WI 54481 USA
An improved route has been devised which provides canthin-6-one in the highest yield from tryptamine to date. Tryptamine is converted to Nb-benzyltryptamine via reaction with benzoylchloride and reduction using LAH. Pictet-Spengler condensation with 2-ketoglutaric acid, removal of the protecting group by CTH, and aromatization with MnO2 affords canthin-6-one in 48% overall yield.
Abstract
Synth. Commun. 2003, 33, 1233
An Improved Transient Method for the Synthesis of N-Benzoylated Nucleosides
Xue-Feng Zhu, Howard J. Williams Jr., and A. Ian Scott*
Center for Biological NMR, Department of Chemistry, Texas A & M University, P.O. Box 30012, College Station, TX-77842-3012, USA
The Jones' transient method for the synthesis of N-benzoylated nucleosides is improved by reducing the amounts of reagents and further simplified by omitting the addition of ammonium hydroxide.
