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Updated: Jun 1, 2026
11:51
Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
7-Methyl-9-p-tolyl-4,9-dihydro-furo[3,4-b]quinolin-1(3H)-one
1School of Chemistry and Chemical Engineering, Institute of Pharmaceutical Engineering, Southeast University, Nanjing 210096, People's Republic of China.
Abstract:
In the title compound, C(19)H(17)NO(2), the dihydro-pyridine ring adopts a flattened boat conformation while the furan-one ring is almost planar (r.m.s. deviation 0.018 Å). The mol-ecules are linked into chains along the b axis by N-H⋯O inter-molecular hydrogen bonds. In addition, C-H⋯π inter-actions involving the phenyl ring of the tolyl group as π acceptor are observed.
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01:13Five-Membered Heterocyclic Aromatic Compounds: Overview
Heterocyclic aromatic compounds are cyclic compounds that are aromatic and have one or more heteroatoms—atoms other than carbon, in the ring. Depending upon the number of atoms present in the ring, they can be either five or six-membered. Examples of five-membered heterocyclic aromatic compounds include pyrrole, furan, thiophene, and imidazole. Pyrrole consists of one nitrogen atom having one lone pair of electrons. Furan and thiophene have one oxygen and one sulfur heteroatom, respectively.
01:17Oxidation of Phenols to Quinones
In the presence of oxidizing agents, phenols are oxidized to quinones. Quinones can be easily reduced back to phenols using mild reducing agents. The electron-donating hydroxyl group enhances the reactivity of the aromatic ring, enabling oxidation of the ring even in the absence of an α hydrogen.
o-hydroxy phenols are oxidized to o-quinones and p-hydroxy phenols to p-quinones. Such redox reactions involve the transfer of two electrons and two protons. The reversible redox property is crucial in...
o-hydroxy phenols are oxidized to o-quinones and p-hydroxy phenols to p-quinones. Such redox reactions involve the transfer of two electrons and two protons. The reversible redox property is crucial in...