Polysubstituted Furans (Polysubstitut + furan)

Distribution by Scientific Domains


Selected Abstracts


Microwave-Assisted Paal,Knorr Reaction , Three-Step Regiocontrolled Synthesis of Polysubstituted Furans, Pyrroles and Thiophenes

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 24 2005
Giacomo Minetto
Abstract An efficient and highly versatile synthesis of furans, pyrroles and thiophenes is described. Starting from commercially available or easily prepared ,-keto esters, functional homologation provides differently substituted 1,4-diketones that can be transformed, through a microwave-assisted Paal,Knorr condensation, into the corresponding methoxycarbonyl heterocycles. The methoxycarbonyl moiety can be directly transformed into an NH2 group by hydrolysis to carboxylic acid and Curtius rearrangement or into an amide by reaction with a primary amine in the presence of Me3Al. The method is compatible with the presence of a CbzNH group so that the final heterocycle can be inserted into a peptide sequence as a turn inducer. By using this procedure, a collection of more than 60 different tetrasubstitued pyrroles or trisubstituted thiophenes has been prepared. ( Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005) [source]


Silver-Catalyzed One-Pot Cyclization Reaction of Electron- Deficient Alkynes and 2-Yn-1-ols: An Efficient Domino Process to Polysubstituted Furans

ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 1 2010
Hua Cao
Abstract Transition metal-catalyzed domino reactions have been used as powerful tools for the preparation of polysubstituted furans in a one-pot manner. In this paper, an efficient synthetic method was developed for the construction of tri- or tetrasubstituted furans from electron-deficient alkynes and 2-yn-1-ols by a silver-catalyzed domino reaction. It is especially noteworthy that a 2,3,5-trisubstituted 4-ynyl-furan was formally obtained in an extremely direct manner without tedious stepwise synthesis. In addition, regio-isomeric furans were observed when substituted aryl alkynyl ketones were employed. This methodology represents a highly efficient synthetic route to electron-deficient furans for which catalytic approaches are scarce. The reaction proceeds efficiently under mild conditions with commercially available catalysts and materials. [source]


ChemInform Abstract: Copper(I)-Catalyzed Synthesis of Polysubstituted Furans from Alkynoates and 1,3-Dicarbonyl Compounds in the Presence of Oxygen.

CHEMINFORM, Issue 36 2010
Rulong Yan
No abstract is available for this article. [source]


A Modified and Green Methodology for Preparation of Polysubstituted Furans.

CHEMINFORM, Issue 40 2005
Javad Azizian
Abstract For Abstract see ChemInform Abstract in Full Text. [source]