Direct synthesis of quinazolines through copper-catalyzed reaction of aniline-derived benzamidines.
A novel synthesis of 2-phenyl-4-[(triisopropylsilyl)methyl]quinazolines from monosubstituted arenes has been developed. Treatment of N-phenylbenzamidines with 5-nitro-1-[(triisopropylsilyl)ethynyl]-1,2-benziodoxol-3(1H)-one and K(2)CO(3) in the presence of a catalytic amount of CuBr in benzene gives 2-phenyl-4-[(triisopropylsilyl)methyl]quinazolines in moderate to good yields.
Ohta
Yusuke
Y
Graduate School of Pharmaceutical Sciences, Kyoto University, Sakyo-ku, Kyoto 606-8501, Japan.
Tokimizu
Yusuke
Y
Oishi
Shinya
S
Fujii
Nobutaka
N
Ohno
Hiroaki
H
D000814:Aniline Compounds / Q000737:chemistry*; D001550:Benzamidines / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D015394:Molecular Structure; D011799:Quinazolines / Q000138:chemical synthesis* / Q000737:chemistry
D000814:Aniline Compounds; D001550:Benzamidines; D011799:Quinazolines; D003300:Copper; C023650:aniline