Synthesis Of Six-Membered Heterocycles Research Articles

Copper-Catalyzed Synthesis of N-Heterocyclic Compounds

The synthesis of N-heterocyclic compounds is an important direction because of their diverse biological functions. Recently, there has been remarkable progress in copper-catalyzed cross couplings with inexpensive, readily available, insensitive-to-air and low-toxicity copper catalysts. This review summarizes recent advances in the copper-catalyzed synthesis of N-heterocyclic compounds. 1 Introduction and Background 2 Synthesis of Five-Membered Heterocycles with One Nitrogen Atom 2.1 Pyrrolidine and Pyrrole Derivatives 2.2 Indole Derivatives 2.3 Indolone and Isoindolone Derivatives 2.4 Oxazole, Isoxazole, Benzoxazole and Benzothiazole Derivatives 3 Synthesis of Five-Membered Heterocycles with Two Nitrogen Atoms 3.1 Imidazole Derivatives 3.2 Benzimidazole Derivatives 3.3 Benzimidazolone Derivatives 4 Synthesis of N-Sulfonyltriazoles 5 Synthesis of Six-Membered Heterocycles with One Nitrogen Atom 5.1 Piperidine and Pyridine Derivatives 5.2 Quinoline and Quinolinone Derivatives 5.3 Isoquinoline Derivatives 6 Synthesis of Six-Membered Heterocycles with Two Nitrogen Atoms 6.1 Quinazoline Derivatives 6.2 Quinazolinone Derivatives 7 Synthesis of N-Fused Heterocycles 8 Summary

Multicomponent Reactions of Carbonyl Compounds and Derivatives of Cyanoacetic Acid: Synthesis of Carbo- and Heterocycles

We present herein a review of multicomponent reactions of carbonyl compounds with derivatives of cyanoacetic acid, and denote their differences from other well-known multicomponent reactions. Although this class of multicomponent reactions is widely used in organic chemistry for the synthesis of carbo- and heterocycles, it has not yet been reviewed in a separate publication. This review includes available information on the synthesis of carbocycles (substituted cyclopropanes, spiro-conjugated cyclopropanes, five- and six-membered carbocycles), five-membered heterocycles (furans, thiophenes, pyrroles, thiazoles, and others), and six-membered heterocycles (pyrans, thiopyrans, and pyridines) using the multicomponent reaction of carbonyl compounds with derivatives of cyanoacetic acid. 1 Introduction 2 Multicomponent Carbocyclic Synthesis 2.1 Synthesis of Cyclopropanes 2.2 Synthesis of Five- and Six-Membered Carbocycles 3 Multicomponent Heterocyclic Synthesis 3.1 Synthesis of Five-Membered Heterocycles 3.2 Synthesis of Six-Membered Heterocycles 4 Conclusion

Functionally‐Substituted Alkoxyethylenes in Reactions with Nucleophiles. Part 1. Synthesis of Six‐Membered Heterocycles.

AbstractFor Abstract see ChemInform Abstract in Full Text.

Functionally-substituted Alkoxyethylenes in Reactions with Nucleophiles. Part I. Synthesis of Six-membered Heterocycles

Functionally-substituted Alkoxyethylenes in Reactions with Nucleophiles. Part I. Synthesis of Six-membered Heterocycles

Reaction of Phenylenedioxytrihalogenophosphoranes with Arylacetylenes. Synthesis and Spatial Structure of the Derivatives of 2-Oxo-4-Aryl-5,6-Benzo-1,2-Oxaphosphorin-2-Enes

New method of synthesis of six-membered heterocycles – 2-R-2-oxo-4-aryl-2H-benzo[e][1,2]-oxaphosphorin-3-enes has been developed. It includes the interaction of arylenedioxy trihalogenophosphoranes with arylacetylenes. The formation of phosphoryl group and P-C bond, ipso-substitution of the aromatic oxygen and halogenation of the benzene ring take place in this unusual reaction. The influence of the phosphorane structure on synthetic result is discussed. If both para positions at benzene ring of the phosphorane are occupated by halogens, the evolving of halogen molecule occurs. The structures of 2-R-2-oxo-4-aryl-2H-benzo[e][1,2]-oxaphosphorin-3-enes are determined by X-ray analysis.

Reaction of Phenylenedioxytrihalogenophosphoranes with Arylacetylenes. Synthesis and Spatial Structure of the Derivatives of 2-Oxo-4-Aryl-5,6-Benzo-1,2-Oxaphosphorin-2-Enes

New method of synthesis of six-membered heterocycles – 2-R-2-oxo-4-aryl-2H-benzo[e][1,2]-oxaphosphorin-3-enes has been developed. It includes the interaction of arylenedioxy trihalogenophosphoranes with arylacetylenes. The formation of phosphoryl group and P-C bond, ipso-substitution of the aromatic oxygen and halogenation of the benzene ring take place in this unusual reaction. The influence of the phosphorane structure on synthetic result is discussed. If both para positions at benzene ring of the phosphorane are occupated by halogens, the evolving of halogen molecule occurs. The structures of 2-R-2-oxo-4-aryl-2H-benzo[e][1,2]-oxaphosphorin-3-enes are determined by X-ray analysis.

Synthesis of Six-Membered Heterocycles via the Ring Cleavage of α-Bromo-γ-butyrolactone Promoted by Organotin Alkoxide

Synthese de perhydro oxazine-1,3ones-2, des imines correspondantes et d'imino-2 oxathiannes-1,3 a partir de la lactone du titre, de methyl tributylstannyl ether et d'isocyanates d'aryle, de diphenylcarbodiimide ou d'isothiocyanate de phenyle