Graphical Abstracts

Abstract

Synth. Commun. 2005, 35, 2609

SYNTHESIS OF NOVEL POLYFLUORENE‐DERIVED TASK‐SPECIFIC IONIC LIQUID

Dingjun Zhang,^1,2 Lei Chen,^1,2 Jianmin Chen,¹ Yongming Liang,¹ and Huidi Zhou¹

¹State Key Laboratory of Solid Lubrication, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, China

²Graduate School of the Chinese Academy of Sciences, Lanzhou 730000, China

The synthesis and characterization of a novel polymerizable ionic liquid derived from polyfluorene, poly[3‐methyl‐1‐(4‐(9‐methyl‐fluorene)‐butyl)‐imidazolium hexafluorophosphate] (PFIL), are described.

Abstract

Synth. Commun. 2005, 35, 2615

CYANOSILYLATION OF PROCHIRAL KETONES CATALYZED BY LANTHANIDE COMPLEXES

Luo Mei¹ and Ma Huai Zhu²

¹Hefei University of Technology, Department of Chemical Engineering, Hefei, China

²Anhui Normal University, Wu Hu, Anhui, China

A new series of silylene‐bridged rare‐earth complexes involving fluorenyl [1–6] are very efficient Lewis acid catalysts in cyanosilylation of ketones, giving some cyano trimethylsilyl ethers of acetophenone in >99% yields.

Abstract

Synth. Commun. 2005, 35, 2625

NEW APPROACH FOR THE SYNTHESIS OF N‐INDOLYL KETONES AND ALDEHYDES

Hua‐Sheng Ding, Chun‐Hao Yang, and Yu‐Yuan Xie

State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, SIBS, CAS, Shanghai, China; Graduate School of the Chinese Academy of Science, Beijing, P. R. China

A new approach for the synthesis of N‐indolyl ketones and aldehydes was developed and an interesting solvent effect was observed in the synthesis of N‐indolyl ketones.

Abstract

Synth. Commun. 2005, 35, 2633

EFFICIENT SYNTHESIS OF 2‐(N‐SUBSTITUTED)‐2‐IMIDAZOLINES AND 2‐(N‐SUBSTITUTED)‐1,4,5,6-TETRAHYDROPYRIMIDINES

Wai Ming Kan,¹ Shih‐Hsun Lin,² and Ching‐Yuh Chern²

¹Department of Pharmacology, National Cheng Kung University, Tainan, Taiwan 701, R.O.C.

²Department of Applied Chemistry, National Chiayi University, Chiayi, Taiwan, R.O.C.

A general method for the preparation of 2‐(N‐substituted)‐2‐imidazolines and 2‐(N‐substituted)‐2‐tetrahydropyrimidines is described.

Abstract

Synth. Commun. 2005, 35, 2641

QUINOLIUM DICHROMATE ADSORBED ON ALUMINA: A MILD, CONVENIENT, AND INEXPENSIVE REAGENT FOR CLEAVAGE OF C˭N UNDER NONAQUEOUS CONDITIONS

Surya Kanta De

Department of Medicinal Chemistry and Molecular Pharmacology, School of Pharmacy, Purdue Cancer Center, Purdue University, West Lafayette, IN, USA

Abstract

Synth. Commun. 2005, 35, 2645

SCANDIUM(III) TRIFLATE AS AN EFFICIENT AND REUSABLE CATALYST FOR SYNTHESIS OF 3,4‐DIHYDROPYRIMIDIN‐2(1H)‐ONES

Surya K. De and Richard A. Gibbs

Department of Medicinal Chemistry and Molecular Pharmacology, Purdue Cancer Center, Purdue University, West Lafayette, IN, USA

Abstract

Synth. Commun. 2005, 35, 2653

SYNTHESIS AND BIOLOGICAL EVALUATION OF NOVEL ISONUCLEOSIDES WITH 1,2,4‐TRIAZOLE‐3‐CARBOXAMIDE

Myong Jung Kim,^1,2 Soon Yong Chung,¹ and Moon Woo Chun¹

¹Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Seoul, Korea

²Department of Pharmaceutical and Biomedical Sciences, College of Pharmacy, University of Georgia, Athens, GA, USA

Abstract

Synth. Commun. 2005, 35, 2665

SULFUR‐CONTAINING CHIRAL BIS(OXAZOLINES) TESTED IN COPPER‐CATALYZED ASYMMETRIC CYCLOPROPANATION

Ming Zhang Gao,¹ Bo Wang,² Deyuan Kong,¹ Ralph A. Zingaro,¹ Abraham Clearfield,¹ and Zun Le Xu²

¹Department of Chemistry, Texas A&M University, College Station, TX, USA

²School of Chemistry and Chemical Engineering, Zhongshan University, Guangzhou, China

The novel structure of a C₂‐symmetric sulfur‐containing chiral bis(oxazoline) compound has been determined crystallographically. A high enantioselectivity (97% ee) in the asymmetric cyclopropanation using the copper‐bis(oxazoline) catalyst was obtained.

Abstract

Synth. Commun. 2005, 35, 2675

RUTHENIUM(III) CHLORIDE–CATALYZED RING OPENING OF EPOXIDES WITH AROMATIC AMINES

Surya K. De and Richard A. Gibbs

Department of Medicinal Chemistry and Molecular Pharmacology, School of Pharmacy, Purdue Cancer Center, Purdue University, West Lafayette, IN, USA

Abstract

Synth. Commun. 2005, 35, 2681

PRACTICAL SYNTHESIS OF 3‐CARBOXYINDAZOLES

Barry L. Johnson and James D. Rodgers

Bristol‐Myers Squibb Co., Wallingford, CT, USA

A clean, high‐yielding synthetic route to methyl 5‐(bromomethyl)‐1‐tritylindazole 3‐carboxylate 1 was needed. A principal intermediate was 5‐methyl‐3‐carboxyindazole 2. An analysis of a by‐product found after executing Schad's 3‐carboxyindazole synthesis led to undertaking this reaction with an inverse addition in the principal step. This simple modification gave 2 in excellent and reproducible yields.

Abstract

Synth. Commun. 2005, 35, 2685

SYNTHESIS OF BACTERIAL METABOLITES OF POLYCYCLIC AROMATIC HYDROCARBONS: BENZOCHROMENONES, o‐CARBOXYVINYLNAPHTHOATES, AND o‐SUBSTITUTED ARYL‐α‐OXOBUTENOATES

Young‐Soo Keum, Jong‐Su Seo, and Qing X. Li

Department of Molecular Biosciences and Bioengineering, University of Hawaii, Honolulu, HI 96822, USA

Bacterial metabolites of phenanthrene and anthracene include benzochromenones, o‐carboxyvinylnaphthoates, and o‐substituted aryl α‐oxobutenoates, which were synthesized with the Wittig reaction, Heck reaction, and coupling of aromatic aldehyde with pyruvate. The reaction yields were approximately 27 to 78%. Representative reaction schemes were as follows:

Abstract

Synth. Commun. 2005, 35, 2695

SYNTHESIS OF 4‐METHYL PYRROLO[2,3‐b]XANTHONE, A NOVEL RING SYSTEM

Samuel E. Watson

Department of Chemistry and Biochemistry, Long Island University, Brooklyn, NY, USA

The synthesis of novel pyrrolo[2,3‐b]xanthone ring system readily available starting materials is described.

Abstract

Synth. Commun. 2005, 35, 2703

BRØNSTED ACIDIC IONIC LIQUIDS AS EFFICIENT AND RECYCLABLE CATALYSTS FOR PROTECTION OF CARBONYLS TO ACETALS AND KETALS UNDER MILD CONDITIONS

Yuying Du and Fuli Tian

Department of Chemistry, College of Chemistry and Chemical Engineering, Inner Mongolia University, Hohhot, China

A series of acidic ionic liquids have been used as efficient catalysts for the protection of various carbonyl compounds at room temperature. The features of mild conditions, satisfactory isolated yield, simple workup, and the recyclability of the catalyst were present in this process.

Abstract

Synth. Commun. 2005, 35, 2709

HYDROGENOLYTIC DENITRATION OF POLYNITRO COMPOUNDS

Raja Duddu,¹ Paritosh R. Dave,¹ Reddy Damavarapu,² Rao Surapaneni,² and Richard Gilardi³

¹Geo‐Centers, Inc., at ARDEC, Picatinny Arsenal, NJ, USA

²U.S. Army ARDEC, Picatinny Arsenal, NJ, USA

³Laboratory for the Structure of Matter, Naval Research Laboratory, Washington, DC, USA

Results of the hydrogenation of 1,1,3,3‐tetranitrocyclobutane and hexanitrohexaazaisowurtzitane are described.

Abstract

Synth. Commun. 2005, 35, 2715

TANDEM Pd/C‐CATALYZED REDUCTIVE COUPLING AND DEHALOGENATION OF BENZYLIC HALIDES

Ashutosh V. Joshi,¹ Mubeen Baidossi,¹ Nimer Taha,¹ Sudip Mukhopadhyay,² and Yoel Sasson¹

¹Casali Institute of Applied Chemistry, Hebrew University of Jerusalem, Israel

²Department of Chemical Engineering, University of California, Berkeley, CA, USA

Abstract

Synth. Commun. 2005, 35, 2723

MANGANESE(III) ACETATE–MEDIATED OXIDATION OF FLAVANONES: A FACILE SYNTHESIS OF FLAVONES

Om V. Singh, M. Muthukrishnan, and Gopan Raj

Phytochemistry Division, Tropical Botanic Garden and Research Institute, Pacha Palode, Trivandrum, India