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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 38, 2008 - Issue 4
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Abstracts

Graphical Abstracts

Pages 475-481 | Published online: 27 Feb 2008
 

Abstract

Graphical Abstract Section

Graphical Abstracts

Synth. Commun. 2008, 38, 482

PREPARATION OF 5‐ARYL‐3‐OXO‐δ‐LACTONES BY THE POTASSIUM CARBONATE–PROMOTED CONDENSATION OF AROMATIC ALDEHYDES AND ETHYL ACETOACETATE IN ETHANOL

Brad Andersh, Jessica Gereg, Mical Amanuel, and Carl Stanley

Department of Chemistry and Biochemistry, Bradley University, Peoria, Illinois, USA

Abstract

Synth. Commun. 2008, 38, 489

ALUMINOSILICATE CATALYSIS OF CHALCONE DIELS–ALDER REACTIONS

Jennifer L. Corbett and Rex T. Weavers

Department of Chemistry, University of Otago, Dunedin, New Zealand

Use of a nanoporous aluminosilicate catalyst enables facile preparation of new Diels–Alder adducts of chalcones with isoprene or myrcene.

Abstract

Synth. Commun. 2008, 38, 499

SYNTHESIS OF HYDROXYALKYL‐SUBSTITUTED, PUSH–PULL CHROMOPHORES BASED ON DIPHENYLACETYLENES AND 1,4‐BIS(PHENYLETHYNYL)BENZENES

Tara A. Cross and Matthew C. Davis

Chemistry and Materials Division, Michelson Laboratory, Naval Air Warfare Center, China Lake, California, USA

Abstract

Synth. Commun. 2008, 38, 517

CONVENIENT PREPARATION OF OPTICALLY PURE 3‐ARYLOXY‐PYRROLIDINES

Christophe Bénard,1 Rahim Mohammad,1 Neerja Saraswat,1 Rudong Shan,1 Samarendra N. Maiti,1 Peter G. M. Wuts,2 Michael Stier,2 Teresa Lints,2 James Bradow,2 and Jacob B. Schwarz2

1Naeja Pharmaceutical Research and Development, Edmonton, Alberta, Canada

2Pfizer Global Research and Development, Groton, Connecticut, USA

The pyrroline by‐product of elimination was easily removed through aqueous partitioning and/or concentration, furnishing chiral pyrrolidines in high chemical purity.

Abstract

Synth. Commun. 2008, 38, 525

EFFICIENT METHOD FOR THE SYNTHESIS OF TECTORIGENIN

Zhu‐Ping Xiao1,2, Huan‐Qiu Li1, Jia‐Yu Xue1, Lei Shi1, and Hai‐Liang Zhu1

1Institute of Functional Biomolecules, State Key Laboratory of Pharmaceutical Biotechnology, Nanjing University, Nanjing, China

2Department of Chemistry, Shangrao Normal College, Shangrao, China

Abstract

Synth. Commun. 2008, 38, 530

SYNTHESIS AND CHARACTERIZATION OF TETRAAZAPARACYCLOPHANE DISULFONE

Y.-T. Yang, B.-Q. Yang, M. Li, W. Ning, and Z.-H. Lu

Shannxi Key Laboratory of Physical Inorganic Chemistry, Department of Chemistry, Northwest University, Xi'an, Shannxi, China

1,6,20,25‐Tetraaza[6.1.6.1]paracyclophane‐13,32‐disulfone D was synthesized under a high dilute condition by the cyclization between tetramethylene dibromide and N,N′‐di‐p‐tosylaminodiphenylsulfone B, which was prepared using N,N′‐diaminodiphenyl sulfone and p‐toluenesulfonyl as raw materials. 1,6,20,25‐tetra‐sulfoferrocene‐1,6,20,25‐tetraaza[6.1.6.1]paracyclophane‐13,32‐disulfone E was prepared by modifying D with bioactive unit ferrocene. The structures were confirmed by IR, 1H NMR, and elemental analysis.

Abstract

Synth. Commun. 2008, 38, 537

NITRATION OF SIMPLE AROMATICS WITH NO2 UNDER AIR ATMOSPHERE IN THE PRESENCE OF NOVEL BRØNSTED ACIDIC IONIC LIQUIDS

Xiufang Qi, Guangbin Cheng, Chunxu Lu, and Desheng Qian

School of Chemical Engineering, Nanjing University of Science and Technology, Nanjing, China

Abstract

Synth. Commun. 2008, 38, 546

MANNICH‐TYPE REACTION CATALYZED BY SILICA‐SUPPORTED FLUOROBORIC ACID UNDER SOLVENT‐FREE CONDITIONS

WeiYi Chen,1 XinSheng Li,2 and Jun Lu1

1College of Chemistry and Chemical Engineering of Suzhou University, Suzhou, China

2Zhejiang Key Laboratory for Reactive Chemistry on Solid Surfaces, Institute of Physical Chemistry, Zhejiang Normal University, Jinhua, China

Three‐component Mannich‐type reaction of aldehydes, aromatic amines, and silyl enolate proceeded smoothly to afford β‐amino carbonyl compounds with good yields in the presence of a catalytic amount of HBF4‐SiO2.

Abstract

Synth. Commun. 2008, 38, 553

FIRST CATENANE CONTAINING PHOSPHINO GROUPS: A STEP TOWARD A CATENANE LIGAND

Manabu Yamazaki, Toshiki Hagiwara, Masahiro Sekiguchi, Takashi Sawaguchi, and Shoichiro Yano

Department of Materials and Applied Chemistry, College of Science and Technology, Nihon University, Chiyoda-ku, Tokyo, Japan

Abstract

Synth. Commun. 2008, 38, 559

RING‐OPENING REACTION OF 2‐AMINO‐4,5‐DIHYDRO‐3‐FURANCARBONITRILES WITH CARBOXYLIC ACIDS UNDER SOLVENT‐FREE CONDITIONS

Hiroshi Maruoka, Fumi Okabe, and Kenji Yamagata,

Faculty of Pharmaceutical Sciences, Fukuoka University, Fukuoka, Japan

Abstract

Synth. Commun. 2008, 38, 567

MICROWAVE‐ASSISTED DEHALOGENATION OF α‐HALOKETONES BY ZINC AND AMMONIUM CHLORIDE IN ALCOHOL

Jian Li,1 Deju Ye,1 Hong Liu,1 Xiaomin Luo,1 and Hualiang Jiang1,2

1Center for Drug Discovery and Design, State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, Shanghai, China

2School of Pharmacy, East China University of Science and Technology, Shanghai, China

The treatment of α‐haloketones with 1.5 equiv. of Zn and 1 equiv. of NH4Cl in ethanol for 0.5 min gave the corresponding ketones with excellent yields under microwave irradiation. Vic‐dibromides and 2,2‐dibromoacetophenone can be efficiently debrominated to alkenes and acetophenones respectively.

Abstract

Synth. Commun. 2008, 38, 576

IMPROVED SYNTHETIC APPROACH TO TENATOPRAZOLE

Liyan Dai, Dongbo Fan, Xiaozhong Wang, and Yingqi Chen

Institute of Pharmaceutical Engineering, College of Materials Science and Chemical Engineering, Zhejiang University, Hangzhou, Zhejiang, China

An improved synthetic approach to Tenatoprazole is described.

Abstract

Synth. Commun. 2008, 38, 583

NOVEL METHOD FOR SOLUBLE‐POLYMER‐SUPPORTED SYNTHESIS OF 3,4,5‐TRISUBSTITUTED ISOXAZOLES

Yongjia Shang, Lianbing Ren, and Jianwei Wu

College of Chemistry and Materials Science, Anhui Key Laboratory of Functional Molecular Solids, Anhui Normal University, Wuhu, China

A practical and efficient liquid‐phase synthesis of isoxazoles using poly(ethylene glycol) as supported was described. Soluble‐polymer‐supported nitrile oxide generated in situ reacts with chalcones to afford isoxazolines, which were cleaved by sodium methoxide to generate isoxazoles instead of isoxazolines.

Abstract

Synth. Commun. 2008, 38, 595

(NH4)3PW12O40 AS AN EFFICIENT AND REUSABLE CATALYST FOR THE SYNTHESIS AND DEPROTECTION OF 1,1‐DIACETATES

Jitendra R. Satam and Radha V. Jayaram

Department of Chemistry, Institute of Chemical Technology, Nathalal Parekh Marg, Matunga Mumbai, India

Abstract

Synth. Commun. 2008, 38, 603

SYNTHESIS AND CHARACTERIZATION OF POTENTIAL IMPURITIES

P. Seetharama Sarma,1 C. Nageswar Rao,1 M. V. Surayanarayana,2 Padi Pratap Reddy,1 M. Khalilluah,2 and Cherukupally Praveen1

1Research and Development Centre, Integrated Product Development Organization‐Active Pharmaceutical Ingredients, Dr. Reddy's Laboratories Ltd., Bachupally, Hyderabad 506 055, Andhra Pradesh, India

2Department of Chemistry, Institute of Science and Technology, JNT University, Kukatpally, Hyderabad, India

Abstract

Synth. Commun. 2008, 38, 613

ONE‐POT SYNTHESIS OF 2‐(1‐ALKYL/ARALKYL‐1H‐BENZIMIDAZOLE‐2‐YL)‐QUINOXALINE DERIVATIVES USING MOLECULAR IODINE

P. K. Dubey, P. V. V. Prasada Reddy, and K. Srinivas

Deptartment of Chemistry, College of Engineering, JNT University, Kukatpally, Hyderabad India

Abstract

Synth. Commun. 2008, 38, 619

HIGHLY EFFICIENT SULFIMIDATION OF 1,3‐DITHIANES BY CU(I) COMPLEXES

L. Giribabu,1 Surya P. Singh,1 Nandkumar M. Patil,2 M. Lakshmi Kantam,1 Sunil P. Gupte,2 and Raghunath V. Chaudhari2

1Inorganic and Physical Chemistry Division, Indian Institute of Chemical Technology, Hyderabad, India

2Homogeneous Catalysis Division, National Chemical Laboratory, Pune, India

A series of four Cu(I) complexes were tested for sulfimidation of 1,3‐dithianes in the presence of [N‐(p‐tolysulfonyl)imino]phenyliodinane (PhI=NTs) as the nitrene‐transfer agent. Cu(TMPhen)(PPh3)Br is an efficient catalyst with more than 90% yield of the corresponding product with less reaction time as compared to the literature copper(I) complexes.

Abstract

Synth. Commun. 2008, 38, 626

N‐ARYLATION OF HETEROCYCLES WITH CHLORO‐ AND FLUOROARENES USING RESIN‐SUPPORTED SULFONATO‐CU(SALEN) COMPLEX

M. Lakshmi Kantam, T. Ramani, and L. Chakrapani

Inorganic and Physical Chemistry Division, Indian Institute of Chemical Technology, Hyderabad, India

Abstract

Synth. Commun. 2008, 38, 637

FACILE AND EFFICIENT SYNTHESIS OF 14‐ALKYL‐OR ARYL‐14‐H‐DIBENZO[A,J]XANTHENES USING SULFONYL‐FUNCTIONALIZED IONIC LIQUIDS

Pratibha Kumari, Vinith Yathindranath, and S. M. S. Chauhan

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

One‐pot condensation of 2‐naphthol with different aldehydes in the sulfonyl‐functionalized acidic ionic liquids gave 14‐alkyl‐ or aryl‐14‐H‐dibenzo[a,j]xanthenes in high yield at 125°C.

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