Copper-catalyzed N-H insertion and oxidative aromatization cascade: facile synthesis of 2-arylaminophenols.
A copper-catalyzed cascade reaction of N-H insertion and oxidative aromatization has been developed. 2-Arylaminophenols have been prepared in moderate to high yields from the diazo substrates. Moreover, this newly established methodology allows efficient access to natural 1-oxygenated carbazole alkaloids, such as glycozolicine and murrayafoline A.
School of Pharmaceutical Engineering&Life Science, Changzhou University, Changzhou 213164 (P. R. China), Fax: (+86) 519-86334598.
Dong
D
Ding
Xiaobing
X
Lv
Jian
J
Li
Guangyang
G
Xu
Bing
B
Ma
Jiangtao
J
Sun
D000470:Alkaloids / Q000138:chemical synthesis / Q000737:chemistry; D000627:Aminophenols / Q000138:chemical synthesis* / Q000737:chemistry; D001391:Azo Compounds / Q000737:chemistry; D002227:Carbazoles / Q000138:chemical synthesis / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D006859:Hydrogen / Q000737:chemistry*; D015394:Molecular Structure; D009584:Nitrogen / Q000737:chemistry*; D010084:Oxidation-Reduction
D000470:Alkaloids; D000627:Aminophenols; D001391:Azo Compounds; D002227:Carbazoles; D003300:Copper; D006859:Hydrogen; D009584:Nitrogen
aromatization; copper; diazo compounds; domino reactions; homogeneous catalysis