Decarboxylation-Driven Double Annulations: Innovative Multi-Component Reaction Pathways [PDF]
MoleculesA concerted five-component reaction strategy has been developed, featuring double [3+2] cycloadditions utilizing aspartic acid. This approach provides valuable insights into mechanistic pathways, allowing for the distinction between concerted and ...
Desheng Zhan +4 more
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1,3-Dipolar cycloadditions of 2-thio-3-chloroacrylamides with diazoalkanes [PDF]
Organic and biomolecular chemistry, 2010 2-Thio-3-chloroacrylamides undergo 1,3-dipolar cycloadditions with diazoalkanes leading to a series of novel pyrazolines and pyrazoles. The mechanistic and synthetic features of the cycloadditions to the 2-thio-3-chloroacrylamides at both the sulfide and
Kissane, Marie +2 more
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Structure, liquid and solid state synthesis for dimers via [3+3] dipolar cycloadditions [PDF]
ARKIVOC, 2005 Gheorghita N. Zbancioc +3 more
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[3+2] Cycloaddition of alkyl aldehydes and alkynes enabled by photoinduced hydrogen atom transfer
Nature Communications, 2022 In contrast to the prevalence of 1,3-dipolar cycloadditions, radical [3+2] annulations of alkynes are underexplored. Here, the authors describe [3+2] cycloadditions of various internal alkynes with readily accessible aliphatic aldehydes via photoinduced ...
Siya Le +6 more
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Studies on the [2+3] cycloaddition reaction of nitrile oxides to abietic acid esters [PDF]
Journal of the Serbian Chemical Society, 2019 [2+3] Dipolar cycloadditions of aromatic nitrile oxides to abietic acid esters were investigated. The reactions showed complete site selectivity and regioselectivity, while the stereoselectivity depended on the structures of the dipolarophiles.
Gucma Mirosław +3 more
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Reaction profiles for quantum chemistry-computed [3 + 2] cycloaddition reactions
Scientific Data, 2023 Bio-orthogonal click chemistry based on [3 + 2] dipolar cycloadditions has had a profound impact on the field of biochemistry and significant effort has been devoted to identify promising new candidate reactions for this purpose.
Thijs Stuyver +2 more
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Synthesis of novel pyrazoles via [2+3]-dipolar cycloaddition using alkyne surrogates [PDF]
Tetrahedron Letters, 2010 The syntheses of an important class of hitherto unreported novel pyrazoles are described. The regioselective synthesis of 1,3,4,5-tetrasubstituted pyrazoles was achieved by the Huisgen cyclization of nitrile imines with a trisubstituted bromoalkene. The substituted bromoalkene functions as an alkyne synthon which was used to construct 5,5-disubstituted
Sureshbabu, Dadiboyena +2 more
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Nature Communications, 2021 The bridged medium-sized ring bicyclo[m.n.2] family of natural products are commonly found but difficult to synthesize efficiently. Here the authors present a cascade reaction to form the carbon skeleton, via a [3+2] cycloaddition of a captured azavinyl ...
Bao-Long Hou +5 more
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Discovery of new mutually orthogonal bioorthogonal cycloaddition pairs through computational screening. [PDF]
, 2015 Density functional theory (DFT) calculations and experiments in tandem led to discoveries of new reactivities and selectivities involving bioorthogonal sydnone cycloadditions.
Houk, KN +3 more
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Arylthio-substituierte Nitrilylide aus der Thermolyse von 4-Arylthio-3-oxazolin-5-onen
CHIMIA, 1984 Thermolysis of 4-arylthio- and 4-benzylthio-3-oxazolin-5-ones leads to arylthio- and benzylthio-substituted nitrile ylides, which undergo 1,3-dipolar cycloadditions with reactive dipolarophiles to give 5-membered aza-heterocycles (Schemes 1 and 2).
Peter Wipf, Heinz Heimgartner
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