One-pot synthesis of quinazoline derivatives via [2+2+2] cascade annulation of diaryliodonium salts and two nitriles

作者: Xiang Su , Chao Chen , Yong Wang , Junjie Chen , Zhenbang Lou

DOI: 10.1039/C3CC43216E

关键词:

摘要: An efficient one-pot approach to multiple substituted quinazolines with diaryliodonium salt 1, and two nitriles 2 has been presented. The reaction enables great flexibility of the substitution patterns on is applicable different give a regio-selective product.

参考文章(47)
Marcin Bielawski, Berit Olofsson., Efficient One-Pot Synthesis of Bis(4-Tert-Butylphenyl) Iodonium Triflate Organic Syntheses. ,vol. 86, pp. 308- 314 ,(2009) , 10.1002/0471264229.OS086.29
Eleanor���A. Merritt, Berit Olofsson, Diaryliodonium Salts: A Journey from Obscurity to Fame Angewandte Chemie. ,vol. 48, pp. 9052- 9070 ,(2009) , 10.1002/ANIE.200904689
Shangjun Cai, Chao Chen, Zelin Sun, Chanjuan Xi, CuCl-catalyzed ortho trifluoromethylation of arenes and heteroarenes with a pivalamido directing group Chemical Communications. ,vol. 49, pp. 4552- 4554 ,(2013) , 10.1039/C3CC41331D
Robert J. Phipps, Neil P. Grimster, Matthew J. Gaunt, Cu(II)-Catalyzed Direct and Site-Selective Arylation of Indoles Under Mild Conditions Journal of the American Chemical Society. ,vol. 130, pp. 8172- 8174 ,(2008) , 10.1021/JA801767S
SHIGEMI YOSHIDA, TAKAAKI AOYAGI, SHIGEKO HARADA, NAOKO MATSUDA, TAKAKO IKEDA, HIROSHI NAGANAWA, MASA HAMADA, TOMIO TAKEUCHI, Production of 2-methyl-4[3H]-quinazolinone, an inhibitor of poly(ADP-ribose) synthetase, by bacterium. The Journal of Antibiotics. ,vol. 44, pp. 111- 112 ,(1991) , 10.7164/ANTIBIOTICS.44.111
Hans Meerwein, Peter Laasch, Rudolf Mersch, Jürgen Spille, Über Nitriliumsalze, I. Mitteil. Chemische Berichte. ,vol. 89, pp. 209- 224 ,(1956) , 10.1002/CBER.19560890207
Karel Waisser, Jiřı́ Gregor, Hynek Dostál, Jiøı́ Kuneš, Lenka Kubicová, Věra Klimešová, Jarmila Kaustová, Influence of the replacement of the oxo function with the thioxo group on the antimycobacterial activity of 3-aryl-6,8-dichloro-2H-1,3-benzoxazine-2,4(3H)-diones and 3-arylquinazoline-2,4(1H,3H)-diones Farmaco. ,vol. 56, pp. 803- 807 ,(2001) , 10.1016/S0014-827X(01)01134-X
Meredeth A. McGowan, Camille Z. McAvoy, Stephen L. Buchwald, Palladium-catalyzed N-monoarylation of amidines and a one-pot synthesis of quinazoline derivatives. Organic Letters. ,vol. 14, pp. 3800- 3803 ,(2012) , 10.1021/OL301700Y
Bin Xiao, Yao Fu, Jun Xu, Tian-Jun Gong, Jian-Jun Dai, Jun Yi, Lei Liu, Pd(II)-Catalyzed C−H Activation/Aryl−Aryl Coupling of Phenol Esters Journal of the American Chemical Society. ,vol. 132, pp. 468- 469 ,(2010) , 10.1021/JA909818N