M.W=200-250 | Page 6 of 6 | Heterocyclic Building Blocks-isoxazole

Sivaguru, Paramasivam’s team published research in Tetrahedron Letters in 55 | CAS: 2251-79-8

Tetrahedron Letters published new progress about 2251-79-8. 2251-79-8 belongs to isoxazole, auxiliary class Trifluoromethyl,Fluoride,Benzene, name is 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole, and the molecular formula is C11H10O, Application of 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole.

Sivaguru, Paramasivam published the artcileSynthesis of 5-substituted 1H-tetrazoles catalyzed by ceric ammonium nitrate supported HY-zeolite, Application of 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole, the publication is Tetrahedron Letters (2014), 55(41), 5683-5686, database is CAplus.

In this Letter we wish to report a simple and efficient synthetic protocol for the synthesis of 5-substituted 1H-tetrazole derivatives through the [2+3] cycloaddition of nitriles with sodium azide using ceric ammonium nitrate supported HY-zeolite as a novel catalyst. Excellent yields of the corresponding tetrazoles were obtained through this cost-effective protocol under aerobic conditions with shorter reaction time under mild reaction conditions.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Vignesh, Arumugam’s team published research in Journal of Organic Chemistry in 82 | CAS: 2251-79-8

Journal of Organic Chemistry published new progress about 2251-79-8. 2251-79-8 belongs to isoxazole, auxiliary class Trifluoromethyl,Fluoride,Benzene, name is 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole, and the molecular formula is C14H10O4S2, Formula: C8H5F3N4.

Vignesh, Arumugam published the artcileConversion of Arylboronic Acids to Tetrazoles Catalyzed by ONO Pincer-Type Palladium Complex, Formula: C8H5F3N4, the publication is Journal of Organic Chemistry (2017), 82(2), 887-892, database is CAplus and MEDLINE.

A convenient synthesis of a library of tetrazoles through a novel and operationally simple protocol effecting the direct conversion of arylboronic acids catalyzed by a new ONO pincer-type Pd(II) complex under mild reaction conditions using the readily available reagents is reported. The palladium complex was reused up to four cycles in an open-flask condition.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Livingstone, Keith’s team published research in Journal of Organic Chemistry in 85 | CAS: 2251-79-8

Livingstone, Keith published the artcileOne-Pot Suzuki-Hydrogenolysis Protocol for the Modular Synthesis of 2,5-Diaryltetrazoles, Computed Properties of 2251-79-8, the publication is Journal of Organic Chemistry (2020), 85(11), 7413-7423, database is CAplus and MEDLINE.

2,5-Diaryltetrazoles are a diverse range of compounds of considerable interest within the field of photochem. as a valuable precursor of the nitrile imine 1,3-dipole. Current literature approaches toward this heterocycle remain unsuitable for the practical synthesis of a library of these derivatives Herein, we disclose the development of a modular approach toward 2,5-diaryltetrazoles compatible with an array-type protocol, facilitated by a tandem Suzuki-hydrogenolysis approach.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Zhang, Yicheng’s team published research in Tetrahedron Letters in 2018-05-30 | CAS: 7064-33-7

Tetrahedron Letters published new progress about Amines, propargyl Role: RCT (Reactant), RACT (Reactant or Reagent) (aryl). 7064-33-7 belongs to class isoxazole, name is 5-(3-Bromophenyl)isoxazole, and the molecular formula is C9H6BrNO, Product Details of C9H6BrNO.

Zhang, Yicheng published the artcileA novel synthesis of 5-substituted isoxazoles from propargylic amines and N-hydroxyphthalimide, Product Details of C9H6BrNO, the main research area is arylisoxazole chemoselective preparation; oxidative cyclocondensation methyl phenyl arylpropargylamine iodobenzene acetate hydroxyphthalimide.

5-Arylisoxazoles were prepared in 62-88% yields by oxidative cyclocondensation of N-hydroxyphthalimide with N-methyl-N-Ph arylpropargylamines RCCCH2NMePh (R = Ph, 4-MeC6H4, 4-EtC6H4, 4-i-PrC6H4, 4-t-BuC6H4, 4-BuC6H4, 4-MeOC6H4, 4-O2NC6H4, 4-MeCOC6H4, 4-MeO2CC6H4, 4-EtO2CC6H4, 3-MeC6H4, 2-MeC6H4, 4-FC6H4, 4-ClC6H4, 4-BrC6H4, 3-FC6H4, 3-ClC6H4, 3-BrC6H4, 4-pyridinyl, 3,5-Me2C6H3, 3,4-Me2C6H3, 3,4-Cl2C6H3) mediated by PhI(OAc)2 without added metallic reagents in Et acetate at ambient temperature

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Qian, Yong’s team published research in Angewandte Chemie, International Edition in 2016 | CAS: 7064-33-7

Angewandte Chemie, International Edition published new progress about Galectin-1 Role: ANT (Analyte), ANST (Analytical Study). 7064-33-7 belongs to class isoxazole, name is 5-(3-Bromophenyl)isoxazole, and the molecular formula is C9H6BrNO, Application In Synthesis of 7064-33-7.

Qian, Yong published the artcileActivity-Based Proteome Profiling Probes Based on Woodward’s Reagent K with Distinct Target Selectivity, Application In Synthesis of 7064-33-7, the main research area is protein profiling Woodward reagent K derivative; activity-based probes; fluorescent imaging; protein labeling; proteomics.

Woodward’s reagent K (WRK) is a reactive heterocyclic compound that has been employed in protein chem. to covalently and unspecifically label proteins at nucleophilic amino acids, notably at histidine and cysteine. The authors have developed a panel of WRK-derived activity-based probes and show that surprisingly and unexpectedly, these probes are fairly selective for a few proteins in the human proteome. The WRK-derived probes show unique reactivity towards the catalytic N-terminal proline in the macrophage migration inhibitory factor (MIF) and can be used to label and, if equipped with a fluorophore, to image MIF activities in living cells.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Debbarma, Suvankar’s team published research in Organic Letters in 2019-02-01 | CAS: 7064-33-7

Organic Letters published new progress about Aryl aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 7064-33-7 belongs to class isoxazole, name is 5-(3-Bromophenyl)isoxazole, and the molecular formula is C9H6BrNO, Application In Synthesis of 7064-33-7.

Debbarma, Suvankar published the artcileHarnessing Stereospecific Z-Enamides through Silver-Free Cp*Rh(III) Catalysis by Using Isoxazoles as Masked Electrophiles, Application In Synthesis of 7064-33-7, the main research area is stereospecific enamide preparation rhodium catalyzed carbon hydrogen functionalization; salicylaldehyde isoxazole reaction masked electrophile.

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- and step-economic fashion. The stereochem. of enamides might originate from the relative disposition of atoms present in isoxazole and the intramol. hydrogen bonding. The reaction showed excellent scope as several structurally and electronically diverse salicylaldehydes and isoxazoles reacted efficiently.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem