Radical hydroxyalkylation of C-H bond adjacent to nitrogen of tertiary amides, ureas, and amines.
Tertiary amides, ureas, and amines undergo direct intermolecular addition to aldehydes under the Et3B/air conditions, thereby providing a unique and simple means for the radical sp3 C-H transformation of nitrogen-containing molecules.
Yoshimitsu
Takehiko
T
Meiji Pharmaceutical University, 2-522-1 Noshio, Kiyose, Tokyo 204-8588, Japan. takey@my-pharm.ac.jp
Arano
Yoshimasa
Y
Nagaoka
Hiroto
H
D000478:Alkylation; D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry; D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D005609:Free Radicals / Q000737:chemistry; D015394:Molecular Structure; D009584:Nitrogen / Q000737:chemistry*; D014510:Urease / Q000138:chemical synthesis* / Q000737:chemistry
D000577:Amides; D000588:Amines; D005609:Free Radicals; D014510:Urease; D009584:Nitrogen