Current Organic Synthesis, Volume 2, No. 3, 2005
Contents
Selected Recent Advances in the Stereoselective
Synthesis of Isoquinoline and b-Carboline
Derivatives with the Use of Chiral Auxiliaries of Natural Origin Pp.301-331
Zbigniew Czarnocki, Aleksandra Siwicka and Joanna Szawkalo
Recent Advances in Microwave-Assisted Synthesis of
Heterocyclic Compounds Pp.333-375
Valentina
Molteni and David A. Ellis
Reactions of Organic Nitrogen Compounds with Carbenoids
and Diarylketenes from Diazoalkanes and Diazocarbonyls Pp.377-391
G. S. Singh
A Centennial Methodology for the Preparation of
Heterocyclic Compounds: The Intramolecular Coiodination of Alkenes with
Internal Oxygenated Nucleophiles Pp.393-414
Flavia
Martins da Silva, Joel Jones Junior and Marcio C.S. de Mattos
Some Applications of Ultrasound Irradiation in Organic
Synthesis Pp.415-436
Ji-Tai
Li, Shu-Xiang Wang, Guo-Feng Chen and Tong-Shuang Li
Abstracts
[Back to top] Selected Recent Advances in the Stereoselective
Synthesis of Isoquinoline and b-Carboline
Derivatives with the Use of Chiral Auxiliaries of Natural Origin
Zbigniew Czarnocki, Aleksandra Siwicka and Joanna Szawkalo
Various aspects of stereoselective synthesis of tetrahydroisoquinolines and tetrahydro-b-carbolines with the use of natural compounds as chirality sources are reviewed. The following low molecular weight substrates are considered: carbohydrates, isoprenoids, hydroxyacids, alkaloids and amino acids. Examples of various synthetic methodologies that employ the above derivatives as chiral building blocks, chiral auxiliaries or chiral ligands are presented.
[Back to top] Recent Advances in Microwave-Assisted Synthesis of Heterocyclic
Compounds
Valentina
Molteni and David A. Ellis
Heterocyclic scaffolds represent the central framework of many biologically active compounds. The goal of this review is to present advances in the field of microwave-assisted synthesis of heterocyclic compounds that have been described in the literature since 1994. In particular, it focuses on reactions in which a heteroatom is directly participating in the bond forming process that gives rise to a heterocyclic core. The review is divided into two sections, cycloaddition and cyclization reactions, which are further classified according to ring type. These reactions are discussed from a synthetic standpoint with emphasis on comparison between microwave and conventional techniques.
[Back to top] Reactions of Organic Nitrogen Compounds with Carbenoids
and Diarylketenes from Diazoalkanes and Diazocarbonyls
G.
S. Singh
This article describes the current status of research on the reactions of nitrogen-containing organic compounds with carbenoids and diarylketenes, generated from catalytic and thermal decomposition of the diazoalkanes and diazocarbonyls. The mechanism of the reactions suggested is shown, and the potential of the reactions for application in organic synthesis is discussed.
[Back to top] A Centennial Methodology for the Preparation of
Heterocyclic Compounds: The Intramolecular Coiodination of Alkenes with
Internal Oxygenated Nucleophiles
Flavia
Martins da Silva, Joel Jones Junior and Marcio C.S. de Mattos
A review on the intramolecular coiodination of alkenes with internal oxygenated nucleophiles (alkenols, unsaturated ethers, carboxylic acids and derivatives) is presented. The reactions are discussed with emphasis in the preparation of iodotetrahydrofurans, iodotetrahydropyrans and iodolactones and their utilization in organic synthesis. The intramolecular coiodination of alkenes with less common oxygenated nucleophiles (unsaturated carbonates, phosphates, isoxazolines, uretanes, hydroperoxides and silenols) is also presented.
[Back to top] Some
Applications of Ultrasound Irradiation in Organic Synthesis
Ji-Tai Li, Shu-Xiang Wang, Guo-Feng Chen and Tong-Shuang Li
The chemical applications of ultrasound, "sonochemistry", have become an exciting new field of research during the past decade. Scientists now know that the chemical effects of ultrasound are diverse and include substantial improvements in both stoichiometric and catalytic chemical reactions. In some cases, ultrasonic irradiation can increase reactivities by nearly a million fold. The chemical effects of ultrasound fall into homogeneous sonochemistry of liquids, heterogeneous sonochemistry of liquid-liquid or liquid-solid systems. In this paper, some recent applications of ultrasound in organic synthesis, such as, Knoevenagel condensation, Claisen-Schmidt condensation, Michael addition, Pinacol coupling reaction, Bucherer-Bergs reaction and Biginelli reaction, are reviewed.