Acetoacetanilides as masked isocyanates: facile and efficient synthesis of unsymmetrically substituted ureas.
A general and practical method for the preparation of unsymmetrically substituted ureas has been developed. By the reactions of acetoacetanilides with various amines including primary/secondary amines, a series of substituted aryl ureas were achieved in high yields. Acetoacetanilide substrates can be considered as masked reagents that liberate reactive isocyanates in situ.
Wei
Ying
Y
Department of Chemistry, Northeast Normal University, Changchun 130024, China.
Liu
Jing
J
Lin
Shaoxia
S
Ding
Hongqian
H
Liang
Fushun
F
Zhao
Baozhong
B
D000083:Acetanilides / Q000737:chemistry*; D017953:Isocyanates / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D011392:Proline / Q000737:chemistry; D013237:Stereoisomerism; D014508:Urea / Q000138:chemical synthesis*
D000083:Acetanilides; D017953:Isocyanates; D014508:Urea; D011392:Proline; C056965:acetoacetanilide