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Recent Developments in Isoxazole Chemistry

1963
Publisher Summary This chapter reviews new investigations in the field of synthetic isoxazoles. Isoxazoles possess the properties of the aromatic system. The syntheses of isoxazole derivatives involving formation of the 1–5 and 2–3 bonds of the isoxazole ring, as well as formation of the 1–5 and 3–4 bonds of the ring are described in the chapter. The
Nikolay K. Kochetkov, S.D. Sokolov
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Fragmentation mechanisms of isoxazole

Organic Mass Spectrometry, 1981
AbstractFragmentation pathways of isoxazole giving ions [C3H2ON]+, [C2H3N]+˙ and [C2H2N]+ are elucidated by means of metastable ion studies and thermodynamic properties. Rearrangement reactions are demonstrated to occur with H and HCO loss. Elimination of carbon monoxide leads to [C2H3N]+˙ ions whose reacting configuration is the same as for ...
Yannik Hoppilliard, Guy Bouchoux
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Copper-Catalyzed [4+2]-Cycloadditions of Isoxazoles with 2-Alkynylbenzaldehydes To Access Distinct α-Carbonylnaphthalene Derivatives: C(3,4)- versus C(4,5)-Regioselectivity at Isoxazoles

ACS Catalysis, 2019
Cu(II)-catalyzed [4+2]-cycloadditions occur between Cu–benzopyryliums and substituted isoxazoles with the regioselectivity on the C(3,4)-carbons of isoxazoles.
Sovan Sundar Giri, Rai‐Shung Liu
semanticscholar   +1 more source

Harnessing Stereospecific Z-Enamides through Silver-Free Cp*Rh(III) Catalysis by Using Isoxazoles as Masked Electrophiles.

Organic Letters, 2019
The stereospecific synthesis of Z-enamides is described in this paper. For the first time, isoxazoles have been employed as electrophiles in C-H functionalization to afford thermodynamically less stable Z-enamides utilizing salicylaldehydes in an atom ...
Suvankar Debbarma, S. S. Bera, M. Maji
semanticscholar   +1 more source

Structure of an isoxazole amino ester

Acta Crystallographica Section C Crystal Structure Communications, 1991
2'-(N-Methylamino)-2-methylpropyl 5-methyl-3-phenylisoxazole-4-carboxylate hydroiodide, C16H21N2O3+.I-, Mr = 416.26, orthorhombic, Pna21, a = 23.293 (7), b = 10.276 (3), c = 7.971 (1) A, V = 1908.0 (8) A3, Z = 4, Dx = 1.448 g cm-3, Mo K alpha, lambda = 0.71069 A, mu = 17.1 cm-1, F(000) = 832, T = 293 K, R = 0.0610 for 1846 unique observed reflections ...
Yousef R. Mirzaei   +4 more
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Cu-Catalyzed Synthesis of Fluoroalkylated Isoxazoles from Commercially Available Amines and Alkynes.

Organic Letters, 2018
A one-pot protocol for the construction of fluoroalkylated isoxazoles directly from commercially available amines and alkynes is described. The reaction is scalable, operationally simple, regioselective, mild, and tolerant of a broad range of functional ...
Xiao-Wei Zhang   +3 more
semanticscholar   +1 more source

Synthesis of 3-Acyl-isoxazoles and Δ2-Isoxazolines from Methyl Ketones, Alkynes or Alkenes, and tert-Butyl Nitrite via a Csp3-H Radical Functionalization/Cycloaddition Cascade.

Organic Letters, 2019
A novel metal-free tandem Csp3-H bond functionalization of ketones and 1,3-dipolar cycloaddition has been developed. An efficient approach to a variety of oxazole and isoxazoline derivatives is demonstrated using the 1,3-dipolar cycloaddition of alkynes ...
P. Dai   +6 more
semanticscholar   +1 more source

Claisen isoxazole synthesis

2009
Cyclization of β-keto esters with hydroxylamine to provide 3-hydroxy-isoxazoles (3-isoxazolols).
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Recent advances in transition-metal-catalyzed reactions of alkynes with isoxazoles.

Organic and biomolecular chemistry, 2017
Isoxazoles, as masked 1,3-dicarbonyl equivalents, have proven to be versatile building blocks and pivotal intermediates for the construction of a variety of useful azacycles with molecular complexity.
Long Li   +4 more
semanticscholar   +1 more source

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