The quasi-antiaromatic 2H-indol-2-one ring system is readily generated by treating a 3-hydroxy-substituted 1,3-dihydroindol-2-one with Lewis acid. Stepwise addition of various π-nucleophiles to the highly reactive occurs smoothly afford substituted oxindoles. cyclization was also carried out in an intramolecular fashion give spiro-substituted oxindoles good yield.

The utility of the quasi-antiaromatic 2H-indol-2-one system for synthesis substituted oxindoles and spiro-oxindoles was investigated. highly reactive could be readily generated by treating a 3-hydroxy 1,3-dihydroindol-2-one with Lewis acid. Stepwise addition various π-substrates such as styrene, furan thiophene to occurs smoothly produce carbocation intermediate which subsequently undergoes proton loss afford oxindoles. cyclization also carried out in an intramolecular fashion give...

We report a facile approach to cyclopropyl-fused pyrrolidine, which contains four stereogenic centers, by employing the N-O tethered carbenoid methodology. The synthesis was facilitated development of direct Mitsunobu reaction alcohols with N-alkyl-N-hydroxyl amides give diazo precursors, upon intramolecular cyclopropanation yielded library containing bicyclic intermediates. Elaboration moiety one member this resulted in formation desired pyrrolidine ring demonstrating potential methodology...

Abstract We have investigated 1,5‐electrocyclic ring‐closure reactions of conjugated esters with dimethyl diazomalonate in the presence [Cu(acac) 2 ] as catalyst. Our new protocol offers an easy entry to various polyfunctionalized γ ‐lactones high yields. Their subsequent derivatives may be used valuable intermediates, especially synthesis natural products and their analogues.

Abstract The [Cu(acac) 2 ]‐catalyzed reactions of α , β ‐unsaturated carboxamides with dimethyl diazomalonate yielded dihydrofuran derivatives by a 1,5‐electrocyclic reaction at C( ), and butadiene carbene addition ) ( Schemes 4 5 ; Table ). Phenyl substituents the N‐atom amides seem to be effective on pathways

Abstract The [Cu(acac) 2 ]‐catalyzed reactions of various α , β γ δ ‐unsaturated bis‐ketones/bis‐esters/bis‐keto esters with dimethyl diazomalonate and ethyl diazoacetate were studied. Total steric/electronic convenience the present reaction paths was investigated. Methoxy/nitro substituents in m ‐/ p ‐positions on benzylidene biscarbonyls did not alter general routes reactions, supporting concerted mechanism. Dihydrobenzoxepine/oxepine formation sterically sensitive to related pre‐ring...

Abstract Several furyl/thiophenyl/ N ‐methylpyrrolyl cores having aldehyde/ketone/ene‐biscarbonyl/diene‐biscarbonyl functions at their 2‐positions were reacted with diazocarbonyl compounds in the presence of metal catalysts. Between two possible reaction pathways which may take place either on 2‐substituent hetaryl or core structure, only one them was dominant for each depending substituents. Accordingly, thiophene‐2‐carbaldehyde diazo we obtained epoxy derivatives. On other hand, dimethyl...

Abstract A concise and facile method for the synthesis of heterocyclic compounds with NO tether was introduced. The two important steps are a Mitsunobu reaction CH activation. protocol allows to form moiety in molecule, while subsequent activation leads heterocycles.

Abstract ChemInform is a weekly Abstracting Service, delivering concise information at glance that was extracted from about 200 leading journals. To access of an article which published elsewhere, please select “Full Text” option. The original trackable via the “References”

Abstract ChemInform is a weekly Abstracting Service, delivering concise information at glance that was extracted from about 200 leading journals. To access of an article which published elsewhere, please select “Full Text” option. The original trackable via the “References”

Catalytic reactions of $\alpha ,\beta $-conjugated carbonyl compounds have been a practical tool towards the synthesis different useful heterocyclic compounds. Despite numerous with carbon-carbon double bond conjugated carbonyls, acetylenic carbonyls are limited. In this study, efficient dioxole was carried out via aldehydes and butadiene formation preferred over cyclopropene esters as functional groups on these substrates change product distribution. Both reaction conditions (such solvent...

Diazocarbonyl compounds are versatile precursors of carbenes leading to various structures by using several metal catalysts, especially copper and rhodium salts. In this study, eight different diazocarbonyls having N-O moiety were used. The tethered preferred because they may allow some useful transformations the final products into valuable via cleavage. presence a double bond on –OR function starting diazo compound, CuCl/AgSbF6 catalyst yielded only cyclopropyl fused oxazinane/oxazepane...