Efficient and convenient synthesis of pyrrolo[1,2-a]quinazoline derivatives with the aid of tin(II) chloride.
An efficient, convenient, one-pot synthesis of 2,3,3a,4-tetrahydropyrrolo[1,2-a]quinazolin-5(1H)-one and 2,3,3a,4-tetrahydropyrrolo[1,2-a]quinazoline-1,5-dione was accomplished in good yields via the novel reductive cyclization of 2-nitrobenzamides with haloketones or keto acids mediated by SnCl(2).2H(2)O system. A variety of substrates can participate in the process with good yields, making this methodology suitable for library synthesis in drug discovery efforts.
Wang
Manman
M
Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, Jiangsu, PR China.
Dou
Guolan
G
Shi
Daqing
D
D020650:Combinatorial Chemistry Techniques; D018360:Crystallography, X-Ray; D008958:Models, Molecular; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry; D052999:Quinazolinones / Q000138:chemical synthesis* / Q000737:chemistry; D054852:Small Molecule Libraries; D013237:Stereoisomerism; D017971:Tin Compounds / Q000737:chemistry*
D011758:Pyrroles; D052999:Quinazolinones; D054852:Small Molecule Libraries; D017971:Tin Compounds; C023599:stannous chloride