Graphical Abstracts

Abstract

Graphical Abstract Section

Abstract

Synth. Commun. 2006, 36, 3095

ONE-STEP SYNTHESIS OF 2-AMINOTHIAZOLINE DERIVATIVES FREE OF LACHRYMATORY INTERMEDIATES

Atanas Bijev and Penka Prodanova

University of Chemical Technology and Metallurgy, Sofia, Bulgaria

Abstract

Synth. Commun. 2006, 36, 3103

EFFICIENT METHOD FOR TETRAHYDROPYRANYLATION/DEPYRANYLATION OF ALCOHOLS AND PHENOLS USING H₁₄ [NaP₅W₃₀O₁₁₀] AS A GREEN CATALYST

Majid M. Heravi,¹ Masoumeh Haghighi,¹ Fatemeh Derikvand,¹ and Fatemech F. Bamoharram²

¹Department of Chemistry, School of Science, Azzahra University, Vanak, Tehran, Iran

²Department of Chemistry, School of Sciences, Azad University, Khorasan Branch, Mashhad, Iran

A simple and effective method for tetrahydropyranylation of alcohols and phenols and their regeneration using a catalytic amount of H₁₄ [NaP₅W₃₀O₁₁₀] is reported.

Abstract

Synth. Commun. 2006, 36, 3109

DODECATUNGSTOPHOSPHORIC ACID (H₃PW₁₂O₄₀): A NOVEL AND EFFICIENT RECYCLABLE CATALYST FOR SYNTHESIS OF 1,1-DIACETATES FROM AROMATIC ALDEHYDES IN A SOLVENT-FREE SYSTEM AND THEIR DEPROTECTION

Majid M. Heravi,¹ Fatemeh Derikvand,¹ and Fatemeh, F. Bamoharram²

¹Department of Chemistry, School of Science, Azzahra University, Vanak, Tehran, Iran

²Department of Chemistry, Azad University of Mashhad, Mashad, Iran

A facile and efficient method for the formation of 1,1-diacetates from a variety of aldehydes in the presence of a catalytic amount of H₃PW₁₂O₄₀ and acetic anhydride was achieved in good yields at room temperature. The deprotection of resulting acylals is achieved using the same catalyst in acetone.

Abstract

Synth. Commun. 2006, 36, 3117

CONVENIENT SYNTHESIS OF TERT-BUTYL ESTERS OF INDOLE-5-CARBOXYLIC ACID AND RELATED HETEROCYCLIC CARBOXYLIC ACIDS

Alexandra Fritsche, Heidrun Deguara, and Matthias Lehr

Institute of Pharmaceutical and Medicinal Chemistry, University of Münster, Münster, Germany

The tert-butyl esters of indole-5-carboxylic acid and related compounds such as benzofuran- and benzothiophene-5-carboxylic acid were readily accessed by reacting the appropriate carboxylic acids with tert-butyl trichloroacetimidate.

Abstract

Synth. Commun. 2006, 36, 3125

REGIOSELECTIVE SYNTHESIS OF COUMARIN-ANNULATED POLYHETEROCYCLES BY [3,3] SIGMATROPIC REARRANGEMENT

K. C. Majumdar and B. Chattopadhyay

Department of Chemistry, University of Kalyani, Kalyani, West Bengal, India

Abstract

Synth. Commun. 2006, 36, 3135

SYNTHESIS OF NOVEL BENZISOTHIAZOLONE DERIVATIVES AS POTENTIAL ANTIFOULANTS

Fengling Xu, Qiang Lin, Wen Yuan, and Yongning He

Science and Engineering College, Hainan University, Haikou, Hainan, China

Novel benzisothiazolone derivatives 2-(3-oxobenzo[d]isothiazol-2(3H)-yl)aceto hydrazide (2) and 3-oxobenzo[d]isothiazol-2(3H)-yl acetic acid [1-arylmethylidene]-hydrazides (3a–3h) were synthesized in good yields, and their structures were characterized by means of UV, IR, ¹H NMR, MS, and elemental analysis.

Abstract

Synth. Commun. 2006, 36, 3141

EFFICIENT DMF-CATALYZED COUPLING OF EPOXIDES WITH CO₂ UNDER SOLVENT-FREE CONDITIONS TO AFFORD CYCLIC CARBONATES

Jia-Li Jiang and Ruimao Hua

Department of Chemistry, Tsinghua University, Innovative Catalysis Program, Key Laboratory of Organic Optoelectronics and Molecular Engineering of Ministry of Education, Beijing, China

DMF is an efficient organic catalyst for the coupling of epoxides with CO₂ to give cyclic carbonates in high yields. In some cases, the catalytic activity of DMF can be significantly increased by addition of catalytic amount of H₂O.

Abstract

Synth. Commun. 2006, 36, 3147

REGIO- AND DIASTEREOSELECTIVE RING-OPENING REACTION OF EPOXIDES WITH NITRIC OXIDE

Yuan Fan,¹ Xiaojie Shang,¹ Zhongquan Liu,^1,2 and Longmin Wu∗¹

¹State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, Gansu, China ²Academy of Organic Chemistry GanNan Teachers' College, Ganzhou, Jiangxi, China

Ring opening reactions of non-vicinal-carbonyl substituted epoxides with nitric oxide at room temperature in CH₂Cl₂ afforded anti α-hydroxy nitrates in high regio- and diastereoselectivity and good yield.

Abstract

Synth. Commun. 2006, 36, 3153

MILD AND EFFICIENT SYNTHESIS OF BIS-INDOLYLMETHANES CATALYZED BY TETRABUTYLAMMONIUM TRIBROMIDE

Xu-Feng Lin, Sun-Liang Cui, and Yan-Guang Wang

Department of Chemistry, Zhejiang University, Hangzhou, Zhejiang, China

A mild and efficient electrophilic substitution reaction of indoles with various aldehydes under a catalytic amount of tetrabutylammonium tribromide (TBATB) afforded biologically important bis-indolymethanes in good yields.

Abstract

Synth. Commun. 2006, 36, 3161

SELECTIVE PROTECTION OF CARBONYL COMPOUNDS AS AZINES AND THEIR FACILE REGENERATION

H. M. Nanjundaswamy¹ and M. A. Pasha,²

¹Chemical Examination Section, Public Health Institute, Bangalore, India

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

Exothermic reaction of carbonyl compounds with freshly prepared hydrazinium formate successfully generates the corresponding azines in excellent yields in 1 to 5min without any adverse effect on other substituents. In turn, azines were chemoselectively deprotected to the corresponding carbonyls using triethylammonium chlorochromate.

Abstract

Synth. Commun. 2006, 36, 3167

YTTERBIUM(III) TRIFLATE–CATALYZED STEREOSELECTIVE SYNTHESIS OF β-LACTAMS Via [2+2] CYCLOCONDENSATION IN IONIC LIQUID

Rener Chen, Bingjian Yang, and Weike Su

College of Pharmaceutical Sciences, Zhejiang Key Laboratory of Pharmaceutcial Engineering, Zhejiang University of Technology, Hangzhou, China

Catalyzed by ytterbium(III) triflate [Yb(OTf)₃], β-lactams were stereoselectively synthesized from imines and acetyl chlorides in ionic liquid under mild conditions. The ionic liquid and catalyst could be recycled and reused as opposed to traditional solvent–catalyst systems.

Abstract

Synth. Commun. 2006, 36, 3175

A NOVEL TRACELESS LIQUID-PHASE SYNTHESIS OF COUMARIN DERIVATIVES ON POLY(ETHYLENE GLYCOL) SUPPORT

Shou-Ri Sheng, Pei-Gang Huang, Qiong Wang, Ren Huang, and Xiao-Ling Liu

College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang, China

Coumarin derivatives were prepared by von Pechmann reaction of PEG-bound acetoacetate reagent with phenols in the presence of TiCl₄ with advantages of excellent yield, purity, recyclability of the polymer reagent and facile work-up procedure.

Abstract

Synth. Commun. 2006, 36, 3183

EFFICIENT SYNTHESIS OF β-AMINO ALCOHOLS CATALYZED BY NIOBIUM PENTACHLORIDE: REGIOSELECTIVE RING OPENING OF EPOXIDES WITH AROMATIC AMINES

A. Venkat Narsaiah, D. Sreenu, and K. Nagaiah

Division of Organic Chemistry, Fine Chemicals Laboratory, Indian Institute of Chemical Technology, Hyderabad, India

Abstract

Synth. Commun. 2006, 36, 3191

EFFECT OF SUBSTITUTION IN STANNIC CHLORIDE–MEDIATED HETEROCYCLIZATION OF 4-ALLYL-3-HYDROXYQUINOLIN-2(1H)-ONES

K. C. Majumdar and N. Kundu

Department of Chemistry, University of Kalyani, Kalyani, West Bengal, India

Abstract

Synth. Commun. 2006, 36, 3203

MILD AND EFFICIENT SOLVENT-FREE FRIEDEL–CRAFTS ACYLATION OF RESERPINE

Sabira Begum, Syeda Qamar Zehra, and Bina S. Siddiqui

H.E.J. Research Institute of Chemistry, International Center for Chemical Sciences, University of Karachi, Karachi, Pakistan

The first mild, efficient, solvent-free Friedel–Crafts acylation of reserpine has been developed, which resulted in the synthesis of 10- and 12-acylated homologues in high overall yields.

Abstract

Synth. Commun. 2006, 36, 3225

EFFICIENT SYNTHESIS OF NEW NUCLEOSIDE ANALOGUES WITH A METHYLENECYCLOBUTANE UNIT

Sophie Danappe,¹ Fabien Boeda,¹ Christian Alexandre,¹ Anne-Marie Aubertin,² Nathalie Bourgougnon,³ and François Huet¹

¹Laboratoire de Synthèse Organique, UMR CNRS 6011, Faculté des Sciences, Université du Maine, Le Mans Cedex, France

²Institut de Virologie, INSERM U 544, Faculté de Médecine, Université Louis Pasteur, Strasbourg, France

³Laboratoire de Biologie et Chimie Moléculaires, Centre de recherche et d'enseignement Yves Coppens, Campus de Tohannic, Vannes, France

Abstract

Synth. Commun. 2006, 36, 3241

SYNTHESIS, STRUCTURES, AND PROPERTIES OF NOVEL N-ARYL-PHENANTHREN-O-IMINOQUINONES

Gleb A. Abakumov, Vladimir K. Cherkasov, Nikolai O. Druzhkov, Yurii A. Kursky, Georgii K. Fukin, Ludmila G. Abakumova, and Tatiana N. Kocherova

G.A. Rasuvaev Institute of Organometallic Chemistry RAS, Nizhniy Novgorod, Russia

Abstract

Synth. Commun. 2006, 36, 3249

APPLICATION OF ORGANOLITHIUM AND RELATED REAGENTS IN SYNTHESIS, PART 31: EFFECTIVE CONVERSION OF 3-ARYLPHTHALIDES INTO 2-(1-ARYL-3-OXO-4-ALKOXYCARBONYLBUTYL)BENZOIC ACIDS

Adam Bieniek, Krystyna K. Kulikiewicz, and Monika M. Bartczak

Department of Organic Chemistry, Institute of Chemistry, University of Lodz, Lodz, Poland

The preparation of the ortho-alkylated aromatic carboxylic acids is described.

Abstract

Synth. Commun. 2006, 36, 3261

SYNTHESIS OF KETONES FROM ACYL CHLORIDES AND TRIORGANOINDIUM REAGENTS BY PD-CATALYZED CROSS-COUPLING

Cécile Croix,¹ Alexia Balland-Longeau,¹ Alian Duchêne,² and Jérôme Thibonnet²

¹CEA Le Ripault, Materials Department, Monts, France

²Laboratoire de Synthèse et Physicochimie Organique et Thérapeutique, Faculté des Sciences de Tours, Parc de Grandmont, Tours, France

Abstract

Synth. Commun. 2006, 36, 3271

CYCLOHEXANEDIONE BISAMINALS AS INTERMEDIATES FOR CYCLEN, HOMOCYCLEN, AND CYCLAM SYNTHESIS

Anton Prokhorov, Nathalie Le Bris, Hélène Bernard, Géraldine Claudon, and Henri Handel

Laboratoire de Chimie, Electrochimie Moléculaires et Chimie Analytique, UMR CNRS 6521, Université de Bretagne Occidentale, Brest Cedex, France