One-pot synthesis of quinazolinone derivatives from nitro-compounds with the aid of low-valent titanium.
The synthesis of a series of quinazolinone derivatives such as 2-thioxoquinazolinones, imidazo[1,2-c]quinazolin-5-amines, and benzimidazo[1,2-c]quinazolin-5-amines, starting from nitro-compounds has been described. This general approach features a easy way for access to the target quinazolinone derivatives. The key cyclization step embraces the formation of a thiourea intermediate, mediated by low-valent titanium, and the other important intermediate was also obtained. A variety of substrates can participate in the process with good yields, making this methodology suitable for library synthesis in drug discovery efforts.
Dou
Guolan
G
Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, P. R. China.
Wang
Manman
M
Shi
Daqing
D
D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D009574:Nitro Compounds / Q000737:chemistry*; D052999:Quinazolinones / Q000138:chemical synthesis*; D014025:Titanium / Q000737:chemistry*
D009574:Nitro Compounds; D052999:Quinazolinones; D014025:Titanium