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Abstract
Synth. Commun. 2005, 35, 1285
Chemoselective Formation of 8,9‐Epoxy‐limonene
Queli A. R. Almeida and Joel Jones Jr.
Síntese Orgânica Ambiental, Instituto de Química, Universidade Federal do Rio de Janeiro, Rio de Janeiro, Brazil
We present here a synthetic path to produce, exclusively, 1:1 mixture of 8,9‐epoxy‐limonenes (I) in 75% overall yields, >99% purity without any trace of 1,2‐epoxide‐limonenes.
Abstract
Synth. Commun. 2005, 35, 1291
Regioselective Synthesis of Coumarin and Quinolone‐Annulated Spiro Heterocycles via Aryl Radical Cyclization
K. C. Majumdar, P. P. Mukhopadhyay, and P. K. Basu
Department of Chemistry, University of Kalyani, Kalyani, India
Abstract
Synth. Commun. 2005, 35, 1301
Lithium Chloride–Assisted Chemoselective Conversion of Aldehydes into Geminal Diacetates under Solvent‐Free Conditions
J. W. John Bosco, N. Purkayastha, B. Rama Raju, and Anil K. Saikia
Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati, India
It has been observed that lithium chloride and acetic anhydride could be used for the conversion of aldehydes into geminal diacetates under solvent‐free conditions in high yields. Ketones and other protecting groups such as TBDMS, THP, thioethers, and methoxy are not affected under these reaction conditions.
Abstract
Synth. Commun. 2005, 35, 1307
Silica Sulphuric Acid: An Efficient and Recyclable Catalyst for the Synthesis of β‐Acetamido Ketones in Single Pot
T. Yakaiah, G. Venkat Reddy, B. P. V. Lingaiah, B. Narsaiah, and P. Shanthan Rao
Fluoroorganic Division, Indian Institute of Chemical Technology, Hyderabad, India
Abstract
Synth. Commun. 2005, 35, 1313
Regioselective Iodination of Activated Arenes using Phenyl Trimethylammonium Dichloroiodate in Ionic Liquid under Microwave Irradiation
Rutuja D. Tilve and Vinod R. Kanetkar
Dyestuff Technology Division, Institute of Chemical Technology, University of Mumbai, Matunga, Mumbai, India
Abstract
Synth. Commun. 2005, 35, 1319
Triphenyl Phosphonium Perchlorate–Catalyzed Imino Diels–Alder Synthesis of Azabicyclo[2.2.2]octan‐5‐ones
Gnanamani Shanthi and Paramasivan T. Perumal
Organic Chemistry Division, Central Leather Research Institute, Adyar, Chennai, India
Abstract
Synth. Commun. 2005, 35, 1329
Simple, Extremely Fast, and High‐Yielding Oxidation of Thiols to Disulfides
Ashraful Alam, Yutaka Takaguchi, and Sadao Tsuboi
Department of Environmental Chemistry and Materials, Okayama University, Okayama, Japan
Simple addition of 0.20–0.25 mol equiv. of 1,3‐dibromo‐5,5‐dimethylhydantoin (DBDMH) to thiols in CHCl3 at rt yielded about 100% disulfides within 20 sec∼3 min. No other oxidized side products have been found to be formed.
Abstract
Synth. Commun. 2005, 35, 1335
Debromination of α‐Bromoketones and vic‐Dibromides Using Indium in the Presence of Carboxylic Acid
Seung Hwan Lee,1 Min Young Cho,2 Mi Hye Nam,2 Young Sang Park,1 Byung Woo Yoo,2 Chi‐Woo Lee,2 and Cheol Min Yoon2
1Graduate School of Biotechnology and 2Department of Advanced Material Chemistry, Korea University, South Korea
The debromination of α‐bromoketones and vic‐dibromides using indium metal in the presence of acetic acid at room temperature effectively afforded the corresponding ketones in excellent yield.
Abstract
Synth. Commun. 2005, 35, 1343
Synthesis and Characterization of Sulfonyl‐Functionalized Ionic Liquids
Zhengyin Du, Zuopeng Li, and Youquan Deng
Centre for Green Chemistry and Catalysis, Lanzhou Institute of Chemical Physics, Chinese Academy of Science & Graduate School of the Chinese Academy of Sciences, Lanzhou, China
Novel sulfonyl‐functionalized ionic liquids (SFIL) with –SO3H and –SO2Cl groups have been designed, synthesized, and characterized.
Abstract
Synth. Commun. 2005, 35, 1351
Microwave‐Assisted Synthesis of 2‐Amino‐thiophene‐3‐Carboxylic Derivatives under Solvent‐Free Conditions
Wei Huang,1,2 Jian Li,1,2 Jing Tang,1 Hong Liu,1 Jianhua Shen,1 and Hualiang Jiang1
1Drug Discovery and Design Center, State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, Shanghai, China
2Graduate School of the Chinese Academy of Sciences, Shanghai, China
Under microwave irradiation and solvent‐free conditions, cyanoacetates (cyanoacetamides) react with ketones and sulphur in the presence of a small amount of morpholine to give 2‐amino‐thiophene‐3‐carboxylic derivatives. In particular, tetrahydro‐benzo[b]thiophene‐3‐carboxylic acid N‐aryl amides were synthesized in high yields of 84–95%.
Abstract
Synth. Commun. 2005, 35, 1359
PTC‐Promoted Japp–Klingmann Reaction for the Synthesis of Indole Derivatives
Wei He,1 Bang‐Le Zhang,1 Zhong‐Jie Li,2 and Sheng‐Yong Zhang1
1Department of Chemistry, Fourth Military Medical University, Xi'an, Shaanxi, China
2Department of Chemistry, Northwest University, Xi'an, Shaanxi, China
Aryl hydrazones 4 were obtained by PTC‐promoted Japp–Klingmann reaction in yields of more than 90%. Several different phase‐transfer catalysts were investigated and dimethyldioctadecyl ammonium chloride (DMDOA) was found to promote this reaction efficiently. The pure aryl hydrazones were then efficiently cyclized to indole derivatives 5 in yields of more than 80%.
Abstract
Synth. Commun. 2005, 35, 1369
One‐Step Synthesis of 2‐Aryl‐4,5‐Diphenylimidazoles Under Microwave Irradiation
Jian‐Feng Zhou,1,2 Yuan‐Zhi Song,1 Yan‐Ling Yang,1,2 Yu‐Lan Zhu,1,2 and Shu‐Jiang Tu3
1Department of Chemistry, Huaiyin Teachers College, Huaian, China
2Key Laboratory of Low‐Dimensional Materials Chemistry of Jiangsu Province, Huaian, China
3Department of Chemistry, Xuzhou Normal University, Xuzhou, China
A series of 2‐aryl‐4,5‐diphenylimidazoles were synthesized by a one‐step condensation reaction of benzil, aromatic aldehyde, and ammonium acetate in acetic acid under microwave irradiation. The reactions were completed in 4–11 min with good yields and easy workup.
Abstract
Synth. Commun. 2005, 35, 1375
Efficient, Simple Preparation of 1,3‐Diamine Derivatives through Addition of Acrylamides with Secondary Amines
Yi Liu, Ruimano Hua, and Xianqing Qiu
Department of Chemistry, Tsinghua University, Key Laboratory of Organic Optoelectronics & Molecular Engineering of Ministry of Education, Beijing, China
Abstract
Synth. Commun. 2005, 35, 1381
Microwave‐Promoted Synthesis of 2‐Amino‐4‐aryl‐4H‐pyrans on Soluble Polymeric Support
Min Xia,1 Qiong Chen,2 and Yue‐dong Lu1
1Department of Applied Chemistry, Zhejiang University of Sciences, Hangzhou, China
2Department of Biological and Chemical Engineering, Jiaxing College, Jiaxing, China
Abstract
Synth. Commun. 2005, 35, 1391
A Facile Synthetic Route to Monodisperse Asymmetrical Oligo(phenylene‐ethynylene)s
Jinling Zhao and Zhishan Bo
State Key Laboratory of Polymer Physics and Chemistry, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100080, China
Abstract
Synth. Commun. 2005, 35, 1403
Optical Resolution, Stereoselective Synthesis, and Crystal Structure of 9α‐(3‐Azabicyclo[3,3,1]nonanyl)‐2′‐cyclopentyl‐2′‐hydroxy‐2′‐phenylacetate
Yan‐Qing Liu,1 He Liu,2 Bo‐hua Zhong,2 Yu‐Lin Deng,1 and Ke‐liang Liu2
1School of Life Science and Technology, Beijing Institute of Technology, Beijing, China 2No. 7 Department, Beijing Institute of Pharmacology and Toxicology Academy, Beijing, China
The enantiomers of 9α‐(3‐Azabicyclo[3,3,1]nonanyl)‐2′‐cyclopentyl‐2′‐hydroxy‐2′‐phenylacetate were obtained by optical resolution and an effective diastereoselective synthesized method. Its structure was elucidated by X‐ray analysis.
Abstract
Synth. Commun. 2005, 35, 1413
Convenient Metal‐Free Aziridination of Alkenes with Chloramine‐T Using Tetrabutylammonium Iodide in Water
Hugjiltu Wu, Li‐Wen Xu, Chun‐Gu Xia, Jin Ge, and Lei Yang
State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences and Graduate School of the Chinese Academy of Sciences, Lanzhou, China
Tetrabutylammonium iodide was found to be a mild and efficient catalyst for aziridinaton of olefins with Chloramines‐T under environment benign conditions.
Abstract
Synth. Commun. 2005, 35, 1419
Magnesium‐induced Pinacol Coupling of Aromatic Aldehydes and Ketones Under Ultrasound Irradiation
Jian‐Sen Wang,1,2 Ji‐Tai Li,1 Zhi‐Ping Lin,1 and Tong‐Shuang Li1
1College of Chemistry and Environmental Science, Hebei University, Key Laboratory of Analytical Science and Technology, Hebei Province, Baoding, China
2Department of Chemistry, Handan Normal College, Handan, China
The system of magnesium and magnesium iodide can reduce some aromatic aldehydes and ketones to the corresponding pinacols in good yields within 10–60 min at room temperature under ultrasound irradiation.
