46 research outputs found
The Butin reaction
(Image Presented) This review summarizes the reported data on the Butin reaction, i.e., acid-catalyzed transformations of furans to a range of other heterocycles via intramolecular attack of nucleophile, connected to the 伪-carbon atom of furan ring by three- to six-membered linker, on the same 伪-carbon atom. 漏 2016 Springer Science+Business Media New York
Furan Oxidation Reactions in the Total Synthesis of Natural Products
Recent developments on the transformations of furans under oxidative conditions toward the total synthesis of complex natural compounds are discussed. Reactions and methods are classified according to the type of oxidant used. Comparisons are then made between all the strategies to provide a comprehensive overview. This review covers the most prominent work published from 2011 until 2017. 1 Introduction 2 Reagents and Methods for Oxidation of the Furan Ring 2.1 Singlet Oxygen 2.2 Peroxides and Hydroperoxides 2.3 Quinones 2.4 Halogen-Based Oxidants 2.5 Chromium-Based Oxidants 3 The Achmatowicz Reaction 3.1 Halogen-Based Oxidants 3.2 Hydroperoxides 3.3 Enzymatic Oxidation 4 Conclusion. 漏 Georg Thieme Verlag Stuttgart. New York
Donor-acceptor cyclopropanes ring opening with nitrogen nucleophiles as a key step in the synthesis of azaheterocycles
Furan Oxidation Reactions in the Total Synthesis of Natural Products
Recent developments on the transformations of furans under oxidative conditions toward the total synthesis of complex natural compounds are discussed. Reactions and methods are classified according to the type of oxidant used. Comparisons are then made between all the strategies to provide a comprehensive overview. This review covers the most prominent work published from 2011 until 2017. 1 Introduction 2 Reagents and Methods for Oxidation of the Furan Ring 2.1 Singlet Oxygen 2.2 Peroxides and Hydroperoxides 2.3 Quinones 2.4 Halogen-Based Oxidants 2.5 Chromium-Based Oxidants 3 The Achmatowicz Reaction 3.1 Halogen-Based Oxidants 3.2 Hydroperoxides 3.3 Enzymatic Oxidation 4 Conclusion. 漏 Georg Thieme Verlag Stuttgart. New York
Copper(II) bromide-catalyzed conjugate addition of furans to 伪,尾-unsaturated carbonyl compounds
[Figure not available: see fulltext.] A simple method for the synthesis of 2-(3-oxoalkyl)furan derivatives based on conjugate addition of 2-substituted furans to various 伪,尾-unsaturated carbonyl compounds in the presence of copper(II) bromide as catalyst was developed. 漏 2018, Springer Science+Business Media, LLC, part of Springer Nature
Synthesis of quinolines via acid-catalyzed cyclodehydration of 2-(Tosylamino)chalcones
(Image presented) The acid-catalyzed cyclodehydration of (E)-3-[(2-tosylamino)phenyl]-1-(het)aiylprop-2-en-1-ones to 2-substituted quinolones was investigated. The reaction proceeds via the key step of (E,Z)-isomerization with subsequent intramolecular cyclization affording the target compounds in high yields. 漏 2016 Springer Science+Business Media New York
The Butin reaction
(Image Presented) This review summarizes the reported data on the Butin reaction, i.e., acid-catalyzed transformations of furans to a range of other heterocycles via intramolecular attack of nucleophile, connected to the 伪-carbon atom of furan ring by three- to six-membered linker, on the same 伪-carbon atom. 漏 2016 Springer Science+Business Media New York
Synthesis of hexahydropyridazin-3-ones by reactions between donor-acceptor cyclopropanes and phenylhydrazine
The nickel perchlorate-initiated reaction between dimethyl esters of 2-aryl- and 2-styryl-substituted cyclopropane-1,1-dicarboxylic acids and phenylhydrazine proceeded with opening of the cyclopropane ring and formation of a mixture containing acyclic and cyclic products: [2-(1-phenylhydrazinyl)alkyl]malonates and 1-phenylhexahydropyridazin-3-ones. Reaction conditions were found for preparative synthesis of polyfunctional hexahydropyridazin-3-ones. Unlike the other starting materials, 2-(p-methoxystyryl)-substituted cyclopropane reacted with the terminal NH2 group of phenylhydrazine, resulting in the formation of 1-(phenylamino)pyrrolidin-2-one. 漏 2018, Springer Science+Business Media, LLC, part of Springer Nature