Graphical Abstracts
2004; Taylor & Francis; Volume: 34; Issue: 17 Linguagem: Inglês
10.1081/scc-200030710
ISSN1532-2432
Tópico(s)Synthesis and Catalytic Reactions
ResumoAbstract Synth. Commun. 2004, 34, 3047 Synthesis of Anthracyclinone Precursor: 5,12‐Dihydroxy‐1,3,4‐Trihydronaphthacene‐2,6,11‐Quinone Gasirat Tririya and Murray Zanger Department of Chemistry and Biochemistry, University of the Sciences in Philadelphia, Philadelphia, USA Two practical and efficient approaches for preparing large quantities of 5,12‐dihydroxy‐1,3,4‐trihydronaphthacene‐2,6,11‐quinone are described. Both synthetic approaches involve a simple route with a fewer number of steps and utilize readily available and inexpensive starting materials. Large scale production of this precursor may prove to be useful for further research involving the synthesis of antineoplastic anthracyclines and development of their analogs with increased activity and decreased toxicity. Synth. Commun. 2004, 34, 3061 Synthesis of N,N′‐bis(2‐Thiazolinyl)‐, N,N′‐bis(2‐Thiazolyl)‐, and N,N′‐bis(2‐Pyrimidinyl)‐Benzene Dicarboxamides Sudershan R. Gondi and David Y. Son Department of Chemistry, Southern Methodist University, P.O. Box 750314, Dallas, TX, USA New heteroaromatic benzene dicarboxamides have been synthesized in moderate to good yields by the reactions of 2‐aminothiazoline, 2‐aminothiazole, and 2‐aminopyrimidine with phthaloyl dichloride, isophthaloyl dichloride, and terephthaloyl dichloride in the presence of an organic base. Synth. Commun. 2004, 34, 3073 Synthesis and Characterization of Exo‐endo and Endo‐endo Benzenesulfonylaziridines Evilazio da Silva Andrade, Ricardo José Nunes and Marina Uieara Departamento de Química, Universidade Federal de Santa Catarina—UFSC. CEP—88040‐900—Florianoópolis—Santa Catarina—Brazil A new series of exo‐endo and endo‐endo benzenesulfonylaziridines has been synthesized Synth. Commun. 2004, 34, 3083 Preparation of Room‐temperature Ionic Liquids by Neutralization of 1,1,3,3‐Tetramethylguanidine with Acids and their Use as Media for Mannich Reaction Haixiang Gao, Buxing Han, Junchun Li, Tao Jiang, Zhimin Liu, Weize Wu, Yanhong Chang, and Jianmin Zhang Center for Molecular Science, Institute of Chemistry, The Chinese Academy of Sciences, Beijing, P.R. China New room‐temperature ionic liquids (ILs) were prepared by neutralization of 1,1,3,3‐tetramethylguanidine under ambient condition. The ILs are easily prepared in large scale. As an example of the application of the new ILs, the reaction of benzaldehyde, aniline, and acetophenone was carried out in the ILs. Synth. Commun. 2004, 34, 3091 Zirconium (IV) Chloride Catalyzed Cyclization of ortho‐Allylphenols: Synthesis of 2‐Methyl‐2,3‐dihydrobenzofurans H. M. Meshram, K. Premalatha, K. Rameshbabu, B. Eeshwaraiah, and J. S. Yadav Organic Division I, Indian Institute of Chemical Technology, Hyderabad, India Synth. Commun. 2004, 34, 3099 Facile Syntheses of ABC Ring Skeleton of Camptothecin and Related Alkaloids Subhash P. Chavan, K. Pasupathy, R. Sivappa, and M. S. Venkatraman Organic Chemistry, Technology, National Chemical Laboratory, Pune 411008, India Synth. Commun. 2004, 34, 3111 Two Convenient One‐pot Strategies for the Synthesis of Octahydroacridines N. V. Mayekar,1 S. K. Nayak,2 and S. Chattopadhyay2 1Heavy Water Division and 2Bio‐Organic Division, Bhabha Atomic Research Centre, Mumbai, India Synth. Commun. 2004, 34, 3121 An Efficient Method for the N‐Debenzylation of Aromatic Heterocycles T. Srinivasa Rao and Pramod S. Pandey Department of Chemistry, Indian Institute of Technology, Delhi Hauz Khas, New Delhi, India Synth. Commun. 2004, 34, 3129 Efficient Synthesis of 3‐Substituted Coumarins Sabir H. Mashraqui, Dhaval Vashi, and Hitesh D. Mistry Department of Chemistry, University of Mumbai, Vidyanagari, Santacruz (E), Mumbai, India Synth. Commun. 2004, 34, 3135 Silica‐Supported Sodium Hydrogen Sulfate Catalyzed Facile Transformation of p‐Hydroxybenzyl Alcohols to p‐Hydroxybenzyl Ethers and Thioethers R. Ramu, N. Ravindra Nath, M. R. Reddy, and Biswanath Das Organic Chemistry Division‐I, Indian Institute of Chemical Technology, Hyderabad, India Synth. Commun. 2004, 34, 3147 A Convenient Synthesis of N‐Boc‐Protected α‐Aminonitriles from α‐Amidosulfones Vorawit Banphavichit, Saowaluk Chaleawlertumpon, Worawan Bhanthumnavin, and Tirayut Vilaivan Organic Synthesis Research Unit, Department of Chemistry, Faculty of Science, Chulalongkorn University, Patumwan, Bangkok, Thailand Treatment of Boc‐α‐aminosulfone with KCN/iPrOH or dichloromethane‐H2O under phase transfer condition affords N‐Boc protected α‐aminonitriles in good yield. Hydrolysis of the aminonitriles provide a convenient access to α‐amino acids. Synth. Commun. 2004, 34, 3161 An Efficient and Inexpensive Catalyst System for Friedel‐Crafts Alkylation of Aromatic Compounds with Benzyl and Allyl Alcohols Jin‐Heng Li, Wen‐Jie Liu, and Du‐Lin Yin Institute of Fine Catalysis and Synthesis, College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha, China Synth. Commun. 2004, 34, 3167 Trimethylsilyl Chloride: A Facile and Efficient Reagent for One‐pot Synthesis of 3,4‐Dihydropyrimidin‐2(1H)‐ones Yulin Zhu, Yuanjiang Pan, and Shenlin Huang Department of Chemistry, Zhejiang University, Hangzhou, China Trimethylsilyl chloride (TMSCl) was used as a Lewis acid to efficiently perform one‐pot multicomponent Biginelli condensation of aldehydes, 1,3‐dicarbonyl compounds, and urea or thiourea. This resulted in a simplest synthesis of the corresponding 3,4‐dihydropyrimidin‐ 2(1H)‐ones at room temperature with excellent yield. Synth. Commun. 2004, 34, 3175 Lewis Acid Catalyzed Electrophilic Substitution of Indole With Aldehydes and Schiff's Bases Under Microwave Solvent‐free Irradiation Min Xia, Si‐hai Wang, and Wei‐bo Yuan Department of Applied Chemistry, Zhejiang Institute of Science and Technology, Hangzhou, P.R. China Synth. Commun. 2004, 34, 3183 Biomimetic Synthesis of Symmetric Acyclic Diketones Yuan Guo and Zhen Shi Department of Chemistry, Northwest University, Xi'an, P.R. China Biomimetic synthesis of some symmetric acyclic diketones was successfully accomplished by using the addition‐hydrolysis reaction of corresponding bis‐benzimidazolium salts with methyl magnesium iodide Synth. Commun. 2004, 34, 3191 Stereoselective Synthesis of (2S, 8S)‐2‐Benzyl Hexahydro‐pyrrodizin‐3‐ONE Starting from (L)‐Proline Based on Stereoselective Benzylation Jing Yi Jin, Ming Hua Zheng, Xue Wu, and Guan Rong Tian Department of Chemistry, Yan Bian University, Yan Ji City, Ji Lin, China Synth. Commun. 2004, 34, 3197 Facile and Efficient Deoxygenation of Amine‐N‐oxides with Gallium in Water Jung Hwa Han,1 Kyung Il Choi,2 Joong Hyup Kim,2 and Byung Woo Yoo,1 1Department of Advanced Materials Chemistry, Korea University, Jochiwon, Chungnam, Korea 2Biochemicals Research Center, Korea Institute of Science and Technology, Cheongryang, Seoul, Korea A facile and efficient procedure for the deoxygenation of amine‐N‐oxides with gallium metal in water is described. The experimental procedure is quite simple and the products are obtained in high yields. Synth. Commun. 2004, 34, 3203 Water Effects on SmI2 Reductions: A Novel Method for the Synthesis of Alkyl Thiols by SmI2‐Promoted Reductions of Sodium Alkyl Thiosulfates and Alkyl Thiocyanates Zhuang‐Ping Zhan, Kai Lang, Feng Liu, and Li‐ming Hu The Key Laboratory for Chemical Biology of Fujian Province, Department of Chemistry, University of Xiamen, Xiamen, P.R. China Water as a cosolvent has significant improving effect on the reductivity of SmI2 in the reduction of sodium alkyl thiosulfates and alkyl thiocyanates. A new method for synthesis of alkyl thiols by SmI2/THF/H2O system has been developed. Synth. Commun. 2004, 34, 3209 Cleavage of Methyl Ethers of Flavones by Chloroaluminate Ionic Liquid Tao Liu and Yongzhou Hu Zhejiang University, Department of Medicinal Chemistry, School of Pharmaceutical Science, Hangzhou, P.R. China A new O‐demethylation method of a series of mono‐, di‐, trimethoxy‐flavones using a chloroaluminate ionic liquid—[BMIM] [Al2Cl7] in dichloromethane is described. The desired products were obtained in moderate to good yields. Synth. Commun. 2004, 34, 3219 ReBr(CO)5‐Catalyzed Knoevenagel Condensation Wei‐Xiong Zuo, Ruimao Hua, and Xianqing Qiu Department of Chemistry, Tsinghua University, Key Laboratory of Organic Optoelectronics & Molecular Engineering of Ministry of Education, Beijing, China Synth. Commun. 2004, 34, 3227 A Facile Synthesis of 4‐Ar‐2‐bromopyridine and ITS 2,2′‐bipyridine Derivatives Xin‐Fang Duan,1 Xiang‐Hong Li,1 Fu‐You Li,2 and Chun‐Hui Huang2 1Department of Chemistry, Beijing Normal University, Beijing, China 2Institute of Advanced Materials, Fudan University, Shanghai, China By means of selective cross‐coupling of ArMgBr with 2‐bromo‐4‐iodopyridine in the presence of a catalytic amount of Pd(PPh3)4, 4‐Ar‐2‐bromopyridines were facilely one‐step synthesized. These pyridine compounds were smoothly transformed into their 2, 2′‐bipyridine derivatives via Stille‐type cross‐couplings. Synth. Commun. 2004, 34, 3235 The Synthesis of New Asymmetric Double Schiff Bases Containing a New O‐Amino Benzoic Acid Derivative Yongqing Liang,1 Biyun Su1, Jianshe Zhao,1 and Wenhua Sun2 1Shaanxi Key Laboratory of Physico‐Inorganic Chemistry, Department of Chemistry, Northwest University, Xi'an, P.R. China 2State Key Laboratory of Engineering Plastics and The Center for Molecular Science, Institute of Chemistry, The Chinese Academy of Sciences, Beijing, P.R. China A new o‐amino benzoic acid derivative, 2‐amino ‐N‐phenyl‐benzamide, has been obtained by the reaction of o‐amino benzoic acid and aniline. And eleven new asymmetric Schiff bases containing 2‐amino‐N‐phenyl‐benzamide, have been synthesized and characterized. Synth. Commun. 2004, 34, 3243 P2O5–MsOH Mediated Regioselective Diaroylation of 2,2′‐Dimethoxy‐1,1′‐Binaphthyl Katsuya Maeyama,1 Akiko Okamoto1 Kashiko Ogura1, Kazumi Sakurai,2 Yasuhiko Yoshida,2 Kenji Ogino,3 and Noriyuki Yonezawa,1 1Department of Organic and Polymer Materials Chemistry, Tokyo University of Agriculture and Technology, Koganei, Tokyo, Japan 2Department of Applied Chemistry, Faculty of Engineering Toyo University, Kujirai Kawagoe, Saitama, Japan 3Graduate School of Bio‐Applications and Systems Engineering, Tokyo University of Agriculture and Technology, Koganei, Tokyo, Japan
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