Categories: Synthesis of N-Heterocycles >
Synthesis of quinazolines
| Related: |
 |
Recent Literature
A facile and efficient method for the synthesis of 2-phenylquinazolines from
2-aminobenzophenones and benzylamines us catalyzed by ceric ammonium nitrate (CAN)-TBHP
in acetonitrile. The corresponding 2-phenylquinazolines were obtained in good to
excellent yields.
K. Karnakar, J. Shangkar, S. N. Murthy, K. Ramesch, Y. V. D. Nageshwar, Synlett, 2011,
1089-1096.
A facile approach allows the synthesis of 2-phenylquinazolines via a tandem
reaction following sp3 C-H functionalization. Twenty-five examples of
2-phenylquinazolines were obtained from easily available 2-aminobenzophenones
and benzylic amines with good to excellent yields.
J. Zhang, D. Zhu, C. Yu, C. Wan, Z. Wang, Org. Lett., 2010,
12, 2841-2843.
A simple and efficient, ligand-free copper-catalyzed approach to quinazoline
derivatives uses readily available substituted (2-bromophenyl)methylamines and
amides as starting materials. The cascade reaction includes a sequential
Ullmann-type coupling and aerobic oxidation and provides a convenient and
practical strategy for the synthesis of quinazoline derivatives.
C. Wang, S. Li, H. Liu, Y. Jiang, H. Fu, J. Org. Chem., 2010,
75, 7936-7938.
An efficient copper-catalyzed reaction of substituted 2-bromo-benzonitriles with
amidines or guanidine allows an economical and practical synthesis of
4-aminoquinazoline and 2,4-diaminoquinazoline derivatives.
X. Yang, H. Liu, R. Qiao, Y. Jiang, Y. Zhao, Synlett, 2010,
101-106.
An efficient method enables a synthesis of 4-amino-2-aryl(alkyl)quinazolines
from readily available N-arylamidines and isonitriles via
palladium-catalyzed intramolecular aryl C-H amidination by isonitrile insertion.
Y. Wang, H. Wang, J. Peng, Q. Zhu, Org. Lett., 2011,
13, 4596-4599.
A rapid and convenient free-radical-based synthesis of functionalized
quinazolines relies on microwave-promoted reactions of O-phenyl oximes
with aldehydes in the presence of ZnCl2. The method worked well with
alkyl, aryl, and heterocyclic aldehydes and for a variety of substituents in the
benzenic part of the molecule.
F. Portela-Cubillo, J. S. Scott, J. C. Walton, J. Org. Chem., 2009,
74, 4934-4942.
A photochemically induced Fries rearrangement of anilides gave several ortho-aminoacylbenzene
derivatives that were acylated. These acylamides underwent rapid
microwave-assited cyclization to 2,4-disubstituted quinazolines (and
benzoquinazolines) in the presence of ammonium formate.
S. Ferrini, F. Ponticelli, M. Taddei, Org. Lett., 2007,
9, 69-72.
Novel 10-membered pyrimidine enediynes were synthesized in seven and eight steps,
respectively. These compounds were compared for their abilities to undergo
Bergman cyclization both thermally and photochemically and to cleave dsDNA under
the appropriate conditions.
N. Choy, B. Blanco, J. Wen, A. Krishan, K. C. Russel, Org. Lett., 2000,
2, 3761-3764.
