Reason, Thomas E.; Goka, Benjamin; Krause, Jeanette A.; Fionah, Abelline K.; Zahran, Elsayed M.; Rayat, Sundeep published their research in CrystEngComm in 2021. The article was titled 《Cu2O nanoparticle-catalyzed synthesis of diaryl tetrazolones and investigation of their solid-state properties》.Synthetic Route of C5H6BNO2 The article contains the following contents:
An efficient and versatile method for the synthesis of 1,4-diaryl tetrazolones I [Ar1 = Ph, 4-MeOC6H4, 4-O2NC6H4; Ar2 = Ph, 4-FC6H4, 3-pyridyl, etc.] was reported which involved C-N coupling of aryl tetrazolones with aryl boronic acids in the presence of Cu2O nanoparticles under an oxygen atm. and DMSO as solvent. The reaction tolerated a variety of electron donating and electron withdrawing substituents on both substrates and produced the desired 1,4-diaryl tetrazolones I in moderate to good yields. In the crystal lattice, the mols. exhibited π···π stacking interactions between the adjacent layers as well as weak through-space electrostatic C-H···O interactions involved the pendant rings and tetrazolone carbonyl. The compounds I [Ar1 = 4-MeOC6H4; Ar2 = 3-MeC6H4, 3-FC6H4] differed only in the presence of one group (Me or fluoro), exhibited an identical pattern of noncovalent interactions in the solid-state. Hirshfeld surface anal. had also been performed to visualize intermol. interactions. In the experimental materials used by the author, we found Pyridin-3-ylboronic acid(cas: 1692-25-7Synthetic Route of C5H6BNO2)
Pyridin-3-ylboronic acid(cas: 1692-25-7) belongs to pyridine. Pyridine is very deactivated towards electrophilic substitution with respect to benzene. For this reason classical formylation, using methods such as the Gattermann or Vilsmeier reactions, are not generally successful. Synthetic Route of C5H6BNO2