Synthesis of Quinazolines from N,N'-Disubstituted Amidines via I2/KI-Mediated Oxidative C-C Bond Formation.
An I2/KI-promoted oxidative C-C bond formation reaction from C(sp3)-H and C(sp2)-H bonds has been used to construct quinazoline skeletons from N,N'-disubstituted amidines. The required substrates are readily prepared from the corresponding acyl chlorides, anilines, and alkyl/benzylamines by sequential amidation, chlorination, and amination reactions. Under the optimal oxidative cyclization conditions, all these amidines were conveniently transformed into the expected products in moderate to good yields. This practical and environmentally benign approach works well with crude amidine intermediates and can also be carried out on a gram scale.
College of Chemistry and Molecular Engineering, Zhengzhou University , Zhengzhou, Henan Province 450001, China.
Zhigang
Z
Lv
College of Chemistry and Molecular Engineering, Zhengzhou University , Zhengzhou, Henan Province 450001, China.
Bingnan
B
Wang
College of Chemistry and Molecular Engineering, Zhengzhou University , Zhengzhou, Henan Province 450001, China.
Zhiyuan
Z
Hu
College of Chemistry and Molecular Engineering, Zhengzhou University , Zhengzhou, Henan Province 450001, China.
Yiming
Y
Zhou
College of Chemistry and Molecular Engineering, Zhengzhou University , Zhengzhou, Henan Province 450001, China.
Wenquan
W
Yu
College of Chemistry and Molecular Engineering, Zhengzhou University , Zhengzhou, Henan Province 450001, China.
Junbiao
J
Chang