1,2,4-Oxadiazole rearrangements involving an NNC side-chain sequence.

Org Lett

Dipartimento di Chimica Organica E. Paternò, Università degli Studi di Palermo,Viale delle Scienze - Parco d'Orleans II, I-90128 Palermo, Italy.

Published: September 2009

The thermal rearrangement of N-1,2,4-oxadiazol-3-yl-hydrazones into 1,2,4-triazole derivatives is reported. This represents the first example of a three-atom side-chain rearrangement involving an NNC sequence linked at the C(3) of the oxadiazole. The reactions carried out under solvent-free conditions produced good to high yields of the final products.

Download full-text PDF

Source
http://dx.doi.org/10.1021/ol901687nDOI Listing

Publication Analysis

Top Keywords

involving nnc
8
124-oxadiazole rearrangements
4
rearrangements involving
4
nnc side-chain
4
side-chain sequence
4
sequence thermal
4
thermal rearrangement
4
rearrangement n-124-oxadiazol-3-yl-hydrazones
4
n-124-oxadiazol-3-yl-hydrazones 124-triazole
4
124-triazole derivatives
4

Similar Publications

Background: As one of the world's most important vegetable crops, eggplant production is often severely affected by verticillium wilt, leading to significant declines in yield and quality. Traditional multispectral disease-imaging equipment is expensive and complicated to operate. Low-cost multispectral devices cannot capture images and cover less information.

View Article and Find Full Text PDF

Tenecteplase, a new thrombolytic drug, is now widely recommended and used for treating acute ischemic stroke, and timely thrombolysis within 4.5 hours is crucial for better outcomes. However, due to limited stroke awareness, transportation difficulties, and inadequate access to experts and comprehensive stroke care centers, fewer than 15% of stroke patients in Nepal receive thrombolytic therapy.

View Article and Find Full Text PDF

Synthesis and Reactivity of Dipalladated Derivatives of Terephthalaldehyde.

Organometallics

August 2024

Grupo de Química Organometálica, Departamento de Química Inorgánica, Facultad de Química, Universidad de Murcia, Murcia E-30071, Spain.

The polynuclear complex [{μ-1,4,,″-CH{C(H)=N(Bu)}-2,5}{Pd(μ-OAc)}] () reacts with tbbpy (4,4'-di--butyl-2,2'-bipyridine) and TlOTf to form the dinuclear complex [{μ-1,4,,″-CH{C(H)=N(Bu)}-2,5}{Pd(tbbpy)}] (). The hydrolysis of with acetic acid in a 5:1 acetone/water mixture, in the presence of two equivalents of tbbpy and excess NaX (X = Br, I), yields the dipalladated terephthalaldehyde complexes [CH{PdX(tbbpy)}-1,4-(CHO)-2,5] [X = Br (), X = I ()], which are the first fully characterized complexes of this type. The reaction of with CO results in the insertion of CO into both aryl-Pd bonds, forming [CH{C(O){PdX(tbbpy)}}-1,4-(CHO)-2,5] [X = Br (), X = I ()], which are the first examples of complexes with CO inserted into two separate aryl-metal bonds involving the same ligand.

View Article and Find Full Text PDF

A novel [1+1+3] annulation of AgNOx, isocyanides, and isocyanates for the selective synthesis of 1,2,4-triazoles is presented herein. In this transformation, AgNOx and isocyanates are used as nitrogen sources instead of the traditional hydrazine or diazonium reagents. This process also involves N-O/C-H/C═N bond cleavage and the construction of new N-N/C-N bonds with a good substrate scope and functional group tolerance.

View Article and Find Full Text PDF

The impact of isomerism of pyrimidine-based ligands and their rhodium(III) complexes with regard to their structures and properties was investigated. Two isomeric ligands, 4-(3,5-dimethyl-1-pyrazol-1-yl)-2,5-diphenylpyrimidine (HL2,5) and 4-(3,5-dimethyl-1-pyrazol-1-yl)-2,6-diphenylpyrimidine (HL2,6), were synthesized. The ligands differ by the degree of steric bulk: the molecular structure of HL2,5 is more distorted due to presence of pyrazolyl and phenyl groups in the neighbouring positions 4 and 5 of the pyrimidine ring.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!