1070882-71-1Relevant articles and documents
Metal-free synthesis of substituted pyridines from aldehydes and NH4OAc under air
Yan, Rulong,Zhou, Xiaoqiang,Li, Ming,Li, Xiaoni,Kang, Xing,Liu, Xingxing,Huo, Xing,Huang, Guosheng
, p. 50369 - 50372 (2014)
A metal-free and efficient method for the synthesis of substituted pyridines with aldehydes and NH4OAc under mild conditions using air as the oxidant was developed. This oxidative cyclization process involves direct C-H bond functionalization, C-C/C-N bond formation and C-C bond cleavage.
Base-promoted one-pot synthesis of pyridine derivatives via aromatic alkyne annulation using benzamides as nitrogen source
Ashiq, Muhammad Naeem,Hua, Ruimao,Iqbal, Muhammad Asif,Mehmood, Hina
supporting information, (2021/11/08)
In the presence of Cs2CO3, the first simple, efficient, and one-pot procedure for the synthesis of 3,5-diaryl pyridines via a variety of aromatic terminal alkynes with benzamides as the nitrogen source in sulfolane is described. The formation of pyridine derivatives accompanies the outcome of 1,3-diaryl propenes, which are also useful intermediates in organic synthesis. Thus, pyridine ring results from a formal [2+2+1+1] cyclocondensation of three alkynes with benzamides, and one of the alkynes provides one carbon, whilst benzamides provide a nitrogen source only. A new transformation of alkynes as well as new utility of benzamide are found in this work.
Quantification of the effect of conformational restriction on supramolecular effective molarities
Adams, Harry,Chekmeneva, Elena,Hunter, Christopher A.,Misuraca, Maria Cristina,Navarro, Cristina,Turega, Simon M.
, p. 1853 - 1863 (2013/04/10)
The association constants for a family of 96 closely related zinc porphyrin-pyridine ligand complexes have been measured in two different solvents, toluene and 1,1,2,2-tetrachloroethane (TCE). The zinc porphyrin receptors are equipped with phenol side arms, which can form intramolecular H-bonds with ester or amide side arms on the pyridine ligands. These association constants were used to construct 64 chemical double mutant cycles, which measure the free energy contributions of intramolecular H-bonding interactions to the overall stability of the complexes. Measurement of association constants for the corresponding intermolecular H-bonding interactions allowed determination of the effective molarities (EM) for the intramolecular interactions. Comparison of ligands that feature amide H-bond acceptors and ester H-bonds at identical sites on the ligand framework show that the values of EM are practically identical. Similarly, the values of EM are practically identical in toluene and in TCE. However, comparison of two ligand series that differ by one degree of torsional freedom shows that the values of EM for the flexible ligands are an order of magnitude lower than for the corresponding rigid ligands. This observation holds for a range of different supramolecular architectures with different degrees of receptor-ligand complementarity and suggests that in general the cost of freezing a rotor in supramolecular complexes is of the order of 5 kJ/mol.
