Graphical Abstracts

Abstract

Graphical Abstract Section

Abstract

Synth. Commun. 2006, 36, 1153

PREPARATION OF DIISOCYANATES OF ADAMANTANE AND DIAMANTANE

Matthew C. Davis,¹ Jeremy E. P. Dahl,² and Robert M. K. Carlson²

¹Chemistry and Materials Division, Michelson Laboratory, Naval Air Warfare Center, China Lake, California, USA

²MolecularDiamond Technologies, Chevron Technology Ventures, Richmond, California, USA

Abstract

Synth. Commun. 2006, 36, 1159

2,3,5,6‐TETRAAMINOPYRIDINE TETRACARBAMATE FROM DINICOTINIC ACID

Matthew C. Davis and David J. Irvin

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

Abstract

Synth. Commun. 2006, 36, 1168

IMPROVED SYNTHESES OF 5‐HYDROXY‐2‐PYRIDONES (2,5‐DIHYDROXYPYRIDINES)

E. J. Behrman

Department of Biochemistry, Ohio State University, Columbus, Ohio, USA

Abstract

Synth. Commun. 2006, 36, 1176

N‐GLYCOSYL‐N′‐[p‐(ISOAMYLOXY)PHENYL]‐THIOUREA DERIVATIVES: POTENTIAL ANTI‐TB THERAPEUTIC AGENTS

Avraham Liav, Shiva K. Angala, and Patrick J. Brennan

Department of Microbiology, Immunology, and Pathology, Colorado State University, Fort Collins, Colorado, USA

Several N‐glycosyl‐N′‐(p‐isoamyloxyphenyl)‐thiourea derivatives were synthesized and tested against M. tuberculosis.

Abstract

Synth. Commun. 2006, 36, 1184

SYNTHESIS OF CIS‐3‐METHYL‐4‐AMINOPIPERIDINE DERIVATIVES

Flaviane Francisco Hilário,¹ Daniela Cristina Dos Santos,¹ Laurent Frederic Gil,² Rosemeire Brondi Alves,¹ and Rossimiriam Pereira De Freitas¹

¹Departamento de Química, Instituto de Ciências Exatas, Universidade Federal de Minas Gerais, Belo Horizonte, Brazil

²Departamento de Química, ICEB, UFOP, Ouro Preto, Brazil

A facile approach for the preparation of cis‐3‐methyl‐4‐aminopiperidine from pyridinium salts is described.

Abstract

Synth. Commun. 2006, 36, 1194

APPLICATION OF ODORLESS THIOLS FOR THE CLEAVAGE OF 2‐ AND 4‐NITROBENZENESULFONAMIDES

Manabu Matoba, Tetsuya Kajimoto, and Manabu Node

Department of Pharmaceutical Manufacturing Chemistry, Kyoto Pharmaceutical University, Kyoto, Japan

Abstract

Synth. Commun. 2006, 36, 1201

FACILE SYNTHESIS OF 2‐AMINO‐1,4‐NAPHTHOQUINONES CATALYZED BY MOLECULAR IODINE UNDER ULTRASONIC IRRADIATION

Bing Liu and Shun‐Jun Ji

Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry and Chemical Engineering, Suzhou University, Suzhou, China

The addition reactions of amines with 1,4‐naphthoquinone was catalyzed efficiently by molecular iodine under ultrasonic irradiation to afford the 2‐amino‐1,4‐naphthoquinones in moderate to excellent yields, which provided a novel, mild, convenient approach for the preparation of 2‐amino‐1,4‐naphthoquinones.

Abstract

Synth. Commun. 2006, 36, 1212

ACIDIC IONIC LIQUID–CATALYZED HIGHLY EFFICIENT REACTION OF INDOLES TO α,β-UNSATURATED KETONES

Da‐gong Gu, Shun‐jun Ji, Hong‐xia Wang, and Qiu‐yan Xu

Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry and Chemical Engineering Suzhou University, Suzhou, China

A novel method for the Michael reaction of indoles to α,β‐unsaturated ketones catalyzed by acidic ionic liquid is reported. We obtained the corresponding products in excellent yields in the presence of [hmim]HSO₄. Development of this method has resulted in a new protocol for the synthesis of β‐indolylketones.

Abstract

Synth. Commun. 2006, 36, 1224

UNEXPECTED NOVEL REARRANGEMENT REACTION: SYNTHESIS OF BENZO‐MEDIUM‐RING ANHYDRIDE

Wen‐Liang Dong,^1,2 Bao‐Xiang Zhao,¹ Fang Wei,¹ Hua Zuo,³ and Dong‐Soo Shin³

¹Institute of Organic Chemistry, School of Chemistry and Chemical Engineering, Shandong University, Jinan, China

²School of Pharmacy, Shandong University of Traditional Chinese Medicine, Jinan, China

³Department of Chemistry, Changwon National University, Changwon, South Korea

A novel rearrangement was found, and the unexpected compound that is assigned as benzo‐medium‐ring anhydride was obtained. A proposed mechanism was described.

Abstract

Synth. Commun. 2006, 36, 1236

HYDROLYTIC KINETIC RESOLUTION OF TERMINAL EPOXIDES CATALYZED BY NOVEL BIMETALLIC CHIRAL Co (SALEN) COMPLEXES

Rahul B. Kawthekar and Geon‐Joong Kim

Department of Chemical Engineering, Inha University, Incheon, South Korea

Novel bimetallic chiral Co (salen) complexes bearing transition‐metal salts have been synthesized. The easily prepared complexes exhibited very high catalytic reactivity and enantioselectivity in hydrolytic kinetic resolution (HKR) of racemic terminal epoxides and consequently provided enantiomerically enriched epoxides (up to 99% ee).

Abstract

Synth. Commun. 2006, 36, 1249

RAPID MICROWAVE‐ASSISTED LIQUID‐PHASE SYNTHESIS OF 4‐SUBSTITUTED‐5‐METHOXYCARBONYL‐6‐METHYL‐3,4‐DIHYDROPYRIDONES ON POLY(ETHYLENE GLYCOL) SUPPORT

Gui‐Yun Fu,¹ Xiao‐Lan Zhang,^1,2 Shou‐Ri Sheng,¹ Mei‐Hong Wei,¹ and Xiao‐Ling Liu¹

¹College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang, China

²Department of Chemistry, Shangrao Teacher's College, Shangrao, China

4‐Substituted‐5‐methoxycarbonyl‐6‐methyl‐3,4‐dihydropyridones have been efficiently prepared by liquid‐phase synthesis from PEG‐bound acetoacetate using microwave irradiation without solvent.

Abstract

Synth. Commun. 2006, 36, 1259

MONTMORILLONITE K10: AN EFFICIENT CATALYST FOR SOLVENT‐FREE SYNTHESIS OF 1,5‐BENZODIAZEPINE DERIVATIVES

Li‐Tao An, Fei‐Qing Ding, Jian‐Ping Zou, and Xiao‐Hua Lu

Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry and Chemical Engineering, Suzhou University, Suzhou, Jiangsu, China

2,3‐Dihydro‐1H‐1,5‐benzodiazepines have been synthesized under solvent‐free conditions in good yields from o‐phenylenediamine and ketones catalyzed by montmorillonite K10. This method has the advantages of mild reaction conditions, simple operation, and environmental friendliness.

Abstract

Synth. Commun. 2006, 36, 1268

SULFAMIC ACID AS AN EFFECTIVE CATALYST IN SOLVENT‐FREE SYNTHESIS OF β‐ENAMINOKETONE DERIVATIVES AND X‐RAY CRYSTALLOGRAPHY OF THEIR REPRESENTATIVES

Min Xia, Bin Wu, and Guofeng Xiang

Department of Chemistry, Zhejiang Sci‐Tech University, Hangzhou, China

Two types of β‐enaminoketone derivatives of 3‐(2‐oxo‐2‐arylethylidene)‐3,4‐dihydro‐1H‐quinoxalin‐2‐ones and 3‐(2‐oxo‐2‐arylethylidene)‐3,4‐dihydro‐benzo[1,4]oxazin‐2‐ones were effectively and conveniently prepared in good to excellent yields under solvent‐free conditions via the catalysis of sulfamic acid in the corresponding condensations of o‐phenylenediamine and o‐aminophenol with ethyl 2,4‐dioxo‐4‐arylbutyrate respectively.

Abstract

Synth. Commun. 2006, 36, 1279

NOVEL SYNTHESIS OF 3‐INDOLYLQUINONES CATALYZED BY MOLECULAR IODINE UNDER ULTRASONIC IRRADIATION

Bing Liu, Shun‐Jun Ji, Xiao‐Ming Su, and Shun‐Yi Wang

Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry and Chemical Engineering, Suzhou University, Suzhou, China

The addition reactions of indoles with quinones were catalyzed efficiently by molecular iodine under ultrasonic irradiation to afford the 3‐indolylbenzoquinones in good to excellent yields, a novel, mild, convenient approach for the preparation of 3‐indolylquinones.

Abstract

Synth. Commun. 2006, 36, 1291

FACILE SYNTHESIS OF BIS(INDOLYL)METHANES CATALYZED BY FERRIC DODECYL SULFONATE [FE(DS)₃] IN WATER AT ROOM TEMPERATURE

Shun‐Yi Wang and Shun‐Jun Ji

Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry and Chemical Engineering Suzhou University, Suzhou, China

Ferric dodecyl sulfonate [Fe(DS)₃] is easily prepared and can be used as a Lewis acid surfactant catalyst in water to conduct the highly efficient electrophilic substitution reaction of indoles with aliphatic or aromatic aldehydes at room temperature.

Abstract

Synth. Commun. 2006, 36, 1299

NEW PROCEDURE FOR ONE‐POT SYNTHESIS OF 3,4‐DIHYDROPYRIMIDIN‐2(1H)‐ONES BY BIGINELLI REACTION

Feng Xu Jian‐Jun Wang, and You‐Ping Tian

Key Laboratory of Macromolecular Science of Shaanxi Province, School of Chemistry and Materials Science, Shaanxi Normal University, Xi'an, Shaanxi, P. R. China