Azomethine Ylides—Versatile Synthons for Pyrrolidinyl-Heterocyclic Compounds
Molecules, 2023 Azomethine ylides are nitrogen-based three-atom components commonly used in [3+2]-cycloaddition reactions with various unsaturated 2π-electron components.
Siva S. Panda +3 more
doaj +3 more sources
Journal of Organic Chemistry, 2019 A mild and reproducible method for the formation of a nonstabilized azomethine ylide was developed by photoinduced reaction catalyzed with eosin Y under green light irradiation. Resulting 1,3-dipole was trapped with fluoroalkenes, fluoroalkylated alkenes,
Thibault Thierry +3 more
semanticscholar +2 more sources
Azomethine Ylide Cycloaddition Approach toward Dendrobine: Synthesis of 5-Deoxymubironine C.
Journal of Organic Chemistry, 2018 A concise route to the azatricyclo[6.2.1.04,11]undecane core of (−)-dendrobine and (−)-mubironine C is described wherein an unstabilized azomethine ylide cycloaddition provides the complete carbon framework of the natural products.
Benjamin M Williams, D. Trauner
semanticscholar +3 more sources
General Pyrrolidine Synthesis via Iridium-Catalyzed Reductive Azomethine Ylide Generation from Tertiary Amides and Lactams. [PDF]
ACS Catal, 2021 An iridium-catalyzed reductive generation of both stabilized and unstabilized azomethine ylides and their application to functionalized pyrrolidine synthesis via [3 + 2] dipolar cycloaddition reactions is described.
Yamazaki K +6 more
europepmc +2 more sources
Perspectives on Intermolecular Azomethine Ylide [3+2] Cycloadditions with Non-Electrophilic Olefins
Synthesis, 2016 Our interest in the synthesis of compact nitrogen heterocycles from abundant sources has motivated a critical analysis of the status in azomethine ylide chemistry.
J. Otero-Fraga +2 more
semanticscholar +2 more sources
[3+2] Dipolar Cycloaddition of a Stabilized Azomethine Ylide and an Electron-Deficient Dipolarophile: Revision of Regioselectivity. [PDF]
J Org Chem, 2023 The regioselectivity of a [3+2] dipolar cycloaddition reaction of a stabilized azomethine ylide with an electron-deficient dipolarophile was found to be counter to a report published in this ...
Wu KJY, Benedetto AE, Myers AG.
europepmc +3 more sources
Journal of Organic Chemistry, 2018 An efficient approach for the synthesis of functionalized tetrahydro-pyrido/quinolinocarbazoles from 2-alkynylindole-3-carbaldehydes and l-proline utilizing a metal-free decarboxylative cyclization, ring expansion, and ring contraction strategy via the ...
Shalini Verma +4 more
semanticscholar +2 more sources
, 2016 Fullerene is used as a monomer in this simple method to prepare soluble, well-defined polymers. The sterically controlled azomethine ylide cycloaddition polymerization of fullerene (SACAP) yields macromolecules with molecular weights of around 25 000 g ...
Hasina H Ramanitra +11 more
semanticscholar +2 more sources
Synthesis of Small 3-Fluoro- and 3,3-Difluoropyrrolidines Using Azomethine Ylide Chemistry.
Journal of Organic Chemistry, 2015 Here, we report accessing small 3-fluoropyrrolidines and 3,3-difluoropyrrolidines through a 1,3-dipolar cycloaddition with a simple azomethine ylide and a variety of vinyl fluorides and vinyl difluorides.
Indrawan J. McAlpine +13 more
semanticscholar +2 more sources
Heterogeneous graphene oxide as recyclable catalyst for azomethine ylide mediated 1,3 dipolar cycloaddition reaction in aqueous medium. [PDF]
RSC Adv, 2018 Graphene oxide (GO) catalysed multi component reaction of azomethine ylide driven 1,3 dipolar cycloaddition reaction in aqueous ethanolic solution is reported for the first time. This strategy has been applied for the synthesis of poly heterocyclic spiro-
Reddy MS, Kumar NS, Chowhan LR.
europepmc +2 more sources