Graphical Abstracts

Abstract

Synth. Commun. 2004, 34, 4439

Suggested Improved Method for the ING‐MANSKE and Related Reactions for the Second Step of Gabriel Synthesis of Primary Amines

Azhar Ariffin, Mohammad Niyaz Khan, Lai Chwee Lan, Fan Yen May, and Chien Siew Yun

Department of Chemistry, Faculty of Science, University of Malaya, Kuala Lumpur, Malaysia

Abstract

Synth. Commun. 2004, 34, 4447

First Report on the Abnormal Dearylation/Alkylation Reaction in One‐Pot Hantzch Synthesis With 6‐Amino‐1,3‐dimethyl Uracil

Anu Agarwal and Prem M. S. Chauhan

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

Abstract

Synth. Commun. 2004, 34, 4463

Synthesis of Novel 5‐trifluoromethyl‐2,4,7‐trisubstituted Pyrido[2,3‐d]pyrimidines

S. Ravikanth, G. Venkat Reddy, D. Maitraie, V. V. V. N. S. Rama Rao, P. Shanthan Rao and B. Narsaiah

Organic Division‐II, Indian Institute of Chemical Technology, Hyderabad, India

Abstract

Synth. Commun. 2004, 34, 4471

Superoxide Ion Induced Oxidation of γ‐Lactones to γ‐Ketocarboxylic Acids

S. Singh,¹ M. Verma,² and K. N. Singh²

¹Bundelkhand Institute of Engineering and Technology, Jhansi, India

²Department of Applied Chemistry, Institute of Technology, Banaras Hindu University, Varanasi, India

γ‐Ketocarboxylic acids have been achieved in reasonably good yields from their corresponding lactones under the significantly mild reaction conditions of in situ generated tetraethylammonium superoxide.

Abstract

Synth. Commun. 2004, 34, 4477

Regioselective Synthesis of α‐Iodoacetates from Alkenes/Ammonium Acetate/I₂ by Woodward's Reaction

Yi Yi Myint¹ and M. A. Pasha²

¹Department of Chemistry, Tadanabon University, Myanmar

²Department of Studies in Chemistry, Central College Campus, Bangalore University, Bangalore, India

Abstract

Synth. Commun. 2004, 34, 4483

A Simple Method for Synthesis of Methylene Dioximes Using Poly(ethylene glycol)–400 as a Phase Transfer Catalyst

Aarti S. Shedge,¹ Bhanudas P. Kavitake,² Uday V. Desai,³ and Prakash P. Wadgaonkar¹

¹Division of Polymer Chemistry, National Chemical Laboratory, Pune, India

²Department of Chemistry, Mudhoji College, Phaltan, Dist. Satara, India

³Department of Chemistry, Shivaji University, Kolhapur, India

A simple method for synthesis of methylene dioximes by reaction of ketoximes with dichloromethane in the presence of aqueous sodium hydroxide solution using poly (ethylene glycol)‐400 (PEG‐400) as a phase transfer catalyst is described.

Abstract

Synth. Commun. 2004, 34, 4487

Enantioselective Aldol‐Type Reaction Using Diketene

Takahiro Kawase, Shinobu Takizawa, Doss Jayaprakash, and Hiroaki Sasai

The Institute of Scientific and Industrial Research (ISIR), Osaka University, Mihogaoka, Ibaraki, Osaka, Japan

Abstract

Synth. Commun. 2004, 34, 4493

Novel Synthesis of p‐t‐butylcalix[n]arenes Bearing Ethylene Glycol Ether Chains

Chaoguo Yan, Lin An, and Jing Sun

College of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou, China

The synthesis of p‐t‐Butylcalixarene derivatives 3a–d, which contain ethylene glycol ether units at the lower rim in moderate yields, is described via alkylation reaction of chloroacetates.

Abstract

Synth. Commun. 2004, 34, 4499

Stereospecific Syntheses of Chiral Epoxides Bearing 1,4‐Diyne or 1,4‐Enyne Unit via Alkylative Epoxide Rearrangement

Chao Che^1,2 and Zhongning Zhang^1,2

¹State Key Laboratory of Integrated Management of Insects and Rodent, Institute of Zoology, Chinese Academy of Sciences, Beijing, P.R. China

²Graduate School of the Chinese Academy of Sciences, Beijing, P.R. China

The coupling of a series of 1,4‐diynes and 1,4‐enynes with epoxy tosylate was explored through alkylative epoxide rearrangement, from which chiral epoxides bearing 1,4‐diyne and 1,4‐enyne unit were successfully synthesized.

Abstract

Synth. Commun. 2004, 34, 4507

Thermal Ring Closure Reaction of 4‐methyl‐7‐(1,1‐Disubstituted Propyn‐2‐yloxy)chromen‐2‐Ones: The Effects of the Substituents at Propargylic Position on Reactivity and Products

Qian Zhang, Ying Chen, Yi Xia, Zhengyu Yang, and Peng Xia

Department of Medicinal Chemistry, School of Pharmacy, Fudan University, Shanghai, China

As the substituents at the propargylic position became bulkier, the thermal ring closure of 4‐methyl‐7‐(1,1‐disubstituted propyn‐2‐yloxy)chromen‐2‐ones (1) could occur in much milder condition and the five‐membered products, 4‐methyl‐furano[2,3‐h]2H‐chromen‐2‐ones (3) became the main products.

Abstract

Synth. Commun. 2004, 34, 4517

Synthesis and Characterization of Novel Porphyrinogen‐Like Macrocycle Schiff Base Ligands

Jinfu Zheng, Xugang Guo, and Zhengyin Yang

State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering Lanzhou University, Lanzhou, Gansu, P.R. China

Abstract

Synth. Commun. 2004, 34, 4521

Organic Reactions in Ionic Liquids: Ionic Liquid Promoted Knoevenagel Condensation of Aromatic Aldehydes with (2‐thio)Barbituric Acid

Yi Hu,^1,2 Zhen‐Chu Chen,^1,2 Zhang‐Gao Le,^1,2,3 and Qin‐Guo Zheng⁴

¹Ningbo Institute of Technology, Zhejiang University, Ningbo, P.R. China

²Department of Chemistry, Zhejiang University (Xi Xi Campus), Hangzhou, P.R. China

³Department of Applied Chemistry, East China Institute of Technology, Fuzhou, P.R. China

⁴Pharmaceutical Science Research Institute, Aston University, Aston Triangle, Birmingham, United Kingdom

Abstract

Synth. Commun. 2004, 34, 4531

Catalyzed Preparation of Ylidenemalononitriles and 3‐Cyanocoumarin in Water

Ming Zhang¹ and Ai‐Qin Zhang²

¹Chemistry College, Jiangxi Normal University, Nanchang, Jiangxi, P.R. China

²Department of Environmental and Chemical Engineering, Nanchang Institute of Aeronautical Technology, Nanchang, Jiangxi, P.R. China

As sodium hydroxide is used as catalyst, Knoevenagel condensation of malononitrile with aromatic aldehydes can take place at room temperature in water. 3‐Cyanocoumarin was obtained by one‐pot synthesis.

Abstract

Synth. Commun. 2004, 34, 4537

Efficient Synthesis of Biologically Interesting Dehydro‐α‐Lapachone and α‐Lapachone

Yong Rok Lee and Won Kyong Lee

School of Chemical Engineering and Technology, Yeungnam University, Kyongsan, Korea

An efficient synthesis of biologically active dehydro‐α‐lapachone and α‐lapachone has been carried out starting from 2‐hydroxy‐1,4‐naphthoquinone by a tandem Knoevenagel‐electrocyclic reaction.

Abstract

Synth. Commun. 2004, 34, 4545

Odorless Thioacetalization Reagent 2‐[1,3]Dithian‐2‐Ylidene‐3‐Oxo‐Butanamide and its Chemoselectivity

Jun Liu, Qun Liu, Haifeng Yu, Yan Ouyang, and Dewen Dong

Department of Chemistry, Northeast Normal University, Changchun, P.R. China

Abstract

Synth. Commun. 2004, 34, 4557

Three‐component One‐pot Synthesis of 1,4‐Dihydropyrano[2,3‐c]pyrazole Derivatives in Aqueous Media

Daqing Shi,^1,2 Jie Mou,¹ Qiya Zhuang,^1,2 Lihui Niu,¹ Nan Wu¹, and Xiangshan Wang^1,2

¹Department of Chemistry, Xuzhou Normal University, Xuzhou, P.R. China

²The Key Laboratory of Biotechnology on Medical Plant of Jiangsu Province, Xuzhou, P.R. China

6‐Amino‐5‐cyano‐4‐aryl‐1,4‐dihydropyrano[2,3‐c]pyrazoles were synthesized by three‐component reaction of aromatic aldehydes, malononitrile and 3‐methyl‐1‐phenyl‐2‐pyrazolin‐5‐one using triethylbenzylammonium chloride (TEBA) as catalyst in aqueous media. The reaction has the advantages of good yields, less pollution, easy to be separated, and environment friendly.

Abstract

Synth. Commun. 2004, 34, 4565

One‐Pot Synthesis of 2‐amino‐4‐aryl‐3‐Carbalkoxy‐7,7‐Dimethyl‐5,6,7,8‐tetrahydrobenzo[b]Pyran Derivatives Catalyzed by KF/Basic Al₂O₃ Under Ultrasound Irradiation

Ji‐Tai Li, Wen‐Zhi Xu, Li‐Chao Yang, and Tong‐Shuang Li

College of Chemistry and Environmental Science, Hebei University, Key Laboratory of Analytical Science and Technology of Hebei Province, Baoding, P.R. China

One‐pot synthesis of 2‐amino‐4‐aryl‐3‐carbalkoxy‐7,7‐dimethyl‐5‐oxo‐5,6,7,8‐tertrahydrobenzo[b]pyran derivatives was carried out in 81‐98% yields by condensation of aromatic aldehydes with cyanoacetic esters and 5,5‐dimethyl‐1,3‐cyclohexanedione catalyzed by KF/basic Al₂O₃ at room temperature under ultrasound irradiation.

Abstract

Synth. Commun. 2004, 34, 4573

Stereoselective Synthesis of 2,6‐Disubstituted Tetrahydropyridines via aza‐Diels‐Alder Reactions

Shang‐Shing P. Chou and Kai‐Wei Chen

Department of Chemistry, Fu Jen Catholic University, Taipei, Taiwan, Republic of China

The aza‐Diels‐Alder reactions of (E)‐2‐(phenylthio)‐1,3‐pentadiene (2) with iminium salts, generated in situ from aldehydes and amines hydrochlorides, gave the 2,6‐disubstituted tetrahydropyridines 3–8. Factors influencing the stereochemistry and reactivity of these reactions were also studied.

Abstract

Synth. Commun. 2004, 34, 4583

Development of a New α‐Aminonitrile Synthesis

Guo‐Hua Chu, Minghua Gu, Baudouin Gerard, and Roland E. Dolle

Department of Chemistry, Adolor Corporation, Exton, Pennsylvania, USA

α‐Aminonitriles are prepared upon reaction of aryl carboxaldehydes with LiHMDS and acetone cyanohydrin. This new method provides a general route to the synthesis of various substituted α‐amino‐arylacetonitriles in high yield and purity, and avoids the use of the highly toxic cyanide salts.

Abstract

Synth. Commun. 2004, 34, 4591

A Fast and Convenient Procedure for the Acetylation of Alcohols

Roxana Martinez‐Pascual, Omar Viñas‐Bravo, Socorro Meza‐Reyes, Martín, A. Iglesias‐Arteaga, and Jesús Sandoval‐Ramírez

Facultad de Ciencias Químicas, Benemérita Universidad Autónoma de Puebla, Ciudad Universitaria, Puebla, Pue. México

Abstract

Synth. Commun. 2004, 34, 4597

1‐benzyl‐4‐aza‐1‐Azoniabicyclo[2.2.2]Octane Tribromide as a Highly Reactive Brominating Agent for Aniline Derivatives

A. R. Hajipour,¹ H. Imanieh,² and S. A. Pourmousavi¹

¹Pharmaceutical Research Laboratory, College of Chemistry, Isfahan University of Technology, Isfahan, IR Iran

²Department of Chemistry, Faculty of Science, Imam Khomeini International University, Gazvin, IR Iran

This paper describes the conversion of aniline derivatives to the corresponding polybrominated derivatives.