Novel and direct transformation of methyl ketones or carbinols to primary amides by employing aqueous ammonia.
A novel and direct transformation of aryl, heteroaryl, vinyl, or ethynyl methyl ketones or carbinols to corresponding primary amides has been developed. An iodine-NH(3).H(2)O system was proven to be efficient for this reaction and afforded the expected products with good yields in aqueous media. A tandem Lieben-Haller-Bauer reaction mechanism was involved in this type of reaction and is proposed for the first time.
Cao
Liping
L
Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, Central China Normal University, Wuhan 430079, PR China.
Ding
Jiaoyang
J
Gao
Meng
M
Wang
Zihua
Z
Li
Juan
J
Wu
Anxin
A
D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry; D000641:Ammonia / Q000737:chemistry*; D002384:Catalysis; D007455:Iodine / Q000737:chemistry; D007659:Ketones / Q000737:chemistry*; D000432:Methanol / Q000737:chemistry*; D015394:Molecular Structure; D014867:Water / Q000737:chemistry
D000577:Amides; D007659:Ketones; D014867:Water; D000641:Ammonia; D007455:Iodine; D000432:Methanol