A new mild base-catalyzed Mannich reaction of hetero-arylamines in water: highly efficient stereoselective synthesis of beta-aminoketones under microwave heating.
A new mild base-catalyzed Mannich reaction of aromatic aldehydes with 1,2-diphenylethanone and hetero-arylamines including pyridin-2-amine and pyrimidin-2-amine is described. In this reaction, a series of new beta-aminoketones were stereoselectively synthesized in water by controlling the steric hindrance of the substrates under microwave heating. This method has the advantages of a short synthetic route, operational simplicity, increased safety for small-scale high-speed synthesis, and minimal environmental impact.
Hao
Wen-Juan
WJ
School of Chemistry and Chemical Engineering, Xuzhou Normal University, Jiangsu, PR China.
Jiang
Bo
B
Tu
Shu-Jiang
SJ
Cao
Xu-Dong
XD
Wu
Shan-Shan
SS
Yan
Shu
S
Zhang
Xiao-Hong
XH
Han
Zheng-Guo
ZG
Shi
Feng
F
D000447:Aldehydes / Q000737:chemistry; D000588:Amines / Q000737:chemistry*; D001573:Benzoin / Q000031:analogs & derivatives / Q000737:chemistry; D002384:Catalysis; D006361:Heating; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D008352:Mannich Bases / Q000737:chemistry*; D008872:Microwaves; D015394:Molecular Structure; D013237:Stereoisomerism; D014867:Water / Q000737:chemistry
D000447:Aldehydes; D000588:Amines; D007659:Ketones; D008352:Mannich Bases; D014867:Water; C492807:deoxybenzoin; D001573:Benzoin