Journal ArticleDOI
An alkynyliodide cycloaddition strategy for the construction of iodoisoxazoles
Reads0
Chats0
TLDR
The thermally promoted cycloaddition between alkynyliodides and nitrile oxides is reported, which offers excellent regioselectivity and a broad scope with respect to both the iodoalkynes and chloro-oximes.Abstract:
The thermally promoted cycloaddition between alkynyliodides and nitrile oxides is reported. The process offers excellent regioselectivity and a broad scope with respect to both the iodoalkynes and chloro-oximes. Further functionalization of the highly decorated iodoisoxazole motifs can be achieved via Suzuki cross-coupling.read more
Citations
More filters
Journal ArticleDOI
Recent Developments in the Synthesis and Reactivity of Isoxazoles: Metal Catalysis and Beyond
Feng Hu,Michal Szostak +1 more
TL;DR: Isoxazoles are important five-membered aromatic heterocycles in organic chemistry and many exciting advances in the synthesis and functionalization of isoxazoles have been reported as mentioned in this paper.
Journal ArticleDOI
Synthesis of isoxazoles by hypervalent iodine-induced cycloaddition of nitrile oxides to alkynes
TL;DR: Reaction with terminal alkynes led to a series of 3,5-disubstituted isoxazoles with complete regioselectivity and high yield, in a procedure mild enough to prepare a range of nucleoside and peptide conjugates.
Journal ArticleDOI
Continuous Flow Processing of Slurries: Evaluation of an Agitated Cell Reactor
TL;DR: In this article, a commercial agitating cell reactor which uses a transverse mixing motion to maintain solids in suspension has been successfully applied to a salt-forming reaction, delivering 208 g of N-iodomorpholinium hydroiodide salt over a 9-h period (equating to 3.88 kg/week).
Journal ArticleDOI
The synthetic and therapeutic expedition of isoxazole and its analogs
Neetu Agrawal,Pradeep Mishra +1 more
TL;DR: This review is an endeavor to highlight the progress in the chemistry and biological activity of isoxazole derivatives which could provide a low-height flying bird’s eye view to the medicinal chemists for the development of clinically viable drugs using this information.
Journal ArticleDOI
Synthesis of trisubstituted isoxazoles by palladium(II)-catalyzed cascade cyclization-alkenylation of 2-alkyn-1-one O-methyl oximes.
TL;DR: A palladium-catalyzed, cascade 5-endo-dig cyclization-alkenylation synthesis of isoxazoles has been developed and the addition of 1 equiv of n-Bu(4)NBr significantly increases the yield of the desired 4-alksenyl-3,4,5-trisubstituted isoxzoles.
References
More filters
BookDOI
Metal-catalyzed cross-coupling reactions
TL;DR: In this paper, the authors present an approach to the formation of C-X (X = N, O, S) bonds in metal-catalyzed cross-coupling reactions.
PatentDOI
Copper catalyzed cycloaddition of organic azides and 1-haloalkynes
TL;DR: In this article, a method for preparing a 1,2,3-triazole compound comprising contacting an organic azide with a 2-substitued-1-haloalkyne, in the presence of a copper catalyst and a copper-coordinating ligand (preferably a tertiary amine) in a liquid reaction medium, was presented.
Journal ArticleDOI
Pd‐PEPPSI‐IPent: An Active, Sterically Demanding Cross‐Coupling Catalyst and Its Application in the Synthesis of Tetra‐Ortho‐Substituted Biaryls
TL;DR: A variety of sterically encumbered tetra-ortho-substituted biaryl products were formed from unreactive aryl chlorides using the isopentyl-subStituted catalyst at temperatures ranging from 65 degrees C to room temperature, demonstrating that "flexible bulk" is essential to promote these transformations.
Journal ArticleDOI
One-pot copper(I)-catalyzed synthesis of 3,5-disubstituted isoxazoles.
TL;DR: 3,5-Disubstituted isoxazoles are obtained in good yields by a convenient one-pot, three-step procedure utilizing a regioselective copper(I)-catalyzed cycloaddition reaction between in situ generated nitrile oxides and terminal acetylenes.
Journal ArticleDOI
One-pot construction of pyrazoles and isoxazoles with palladium-catalyzed four-component coupling.
TL;DR: Four-component coupling of a terminal alkyne, hydrazine (hydroxylamine), carbon monoxide, and an aryl iodide furnishes pyrazole or isoxazole derivatives in the presence of a palladium catalyst.
Related Papers (5)
The synthesis of highly substituted isoxazoles by electrophilic cyclization: an efficient synthesis of valdecoxib.
Jesse Waldo,Richard C. Larock +1 more