19880-13-8Relevant academic research and scientific papers
Iridium-catalyzed synthesis of diaryl ethers by means of chemoselective C-F bond activation and the formation of B-F bonds
Chen, Jianping,Zhao, Keyan,Ge, Bingyang,Xu, Chongying,Wang, Dawei,Ding, Yuqiang
, p. 468 - 473 (2015)
Transition-metal-catalyzed C-F activation, in comparison with C-H activation, is more difficult to achieve and therefore less fully understood, mainly because carbon-fluorine bonds are the strongest known single bonds to carbon and have been very difficult to cleave. Transition-metal complexes are often more effective at cleaving stronger bonds, such as C(sp2)-X versus C(sp2)-X. Here, the iridium-catalyzed C-F activation of fluorarenes was achieved through the use of bis(pinacolato)diboron with the formation of the B-F bond and self-coupling. This strategy provides a convenient method with which to convert fluoride aromatic compounds into symmetrical diaryl ether compounds. Moreover, the chemoselective products of the C-F bond cleavage were obtained at high yields with the C-Br and C-Cl bonds remaining.
Metal- and Phenol-Free Synthesis of Biaryl Ethers: Access to Dibenzobistriazolo-1,4,7-oxadiazonines and Vancomycin-Like Glyco-Macrocycles as Antibacterial Agents
Singh, Kartikey,Sharma, Gaurav,Shukla, Manjulika,Kant, Ruchir,Chopra, Sidharth,Shukla, Sanjeev K.,Tripathi, Rama P.
, p. 14882 - 14893 (2018/12/14)
An efficient synthesis of biaryl ethers, from electron-deficient aryl halides using NaH/DMSO under metal- and phenol-free conditions, has been achieved to access dibenzo-bistriazolo-1,4,7-oxadiazonines and vancomycin-like glyco-macrocycles. A 44-membered glyco-macrocycle showed promising activity against vancomycin-resistant Staphylococcus aureus (VRSA).
