title: Palladium-catalyzed cross coupling reaction of N-alkoxyimidoyl bromides and its application to one-pot synthesis of N-arylamines.
abstract: The synthetic utility of N-alkoxyimidoyl halides is demonstrated using the palladium-catalyzed cross-coupling reaction. The Sonogashira and Suzuki-Miyaura coupling reactions of N-alkoxyimidoyl bromides produced versatile ketoxime ethers in good to excellent yields. A one-pot reaction of the imidoyl bromides with arylboronic acid and allylmagnesium bromide to produce N-arylamines via Suzuki-Miyaura coupling followed by domino reaction involving sequential addition-eliminative rearrangement-addition reactions was developed.
authors: Kobe Pharmaceutical University.
authors: Masafumi
authors: M
authors: Ueda
authors: Shoichi
authors: S
authors: Sugita
authors: Naoki
authors: N
authors: Aoi
authors: Aoi
authors: A
authors: Sato
authors: Yuki
authors: Y
authors: Ikeda
authors: Yuta
authors: Y
authors: Ito
authors: Tetsuya
authors: T
authors: Miyoshi
authors: Takeaki
authors: T
authors: Naito
authors: Okiko
authors: O
authors: Miyata
mesh_terms: D000588:Amines / Q000138:chemical synthesis / Q000737:chemistry*; D001965:Bromides / Q000737:chemistry*; D002384:Catalysis; D007094:Imides / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*
chemical_list: D000588:Amines; D001965:Bromides; D007094:Imides; D010165:Palladium