Copper-catalyzed selective benzylic C-O cyclization of N-o-tolylbenzamides: synthesis of 4H-3,1-benzoxazines.
A novel Selectfluor-mediated copper-catalyzed highly selective benzylic C-O cyclization for the synthesis 4H-3,1-benzoxazines is reported. The predominant selectivity for a benzylic C(sp(3))-H over an aromatic C(sp(2))-H bond in N-o-tolylbenzamides is achieved.
Department of Chemistry, Northeast Normal University, 130024 Changchun, China.
Yan
Y
Li
Zhongshu
Z
Li
Tao
T
Xiong
Qian
Q
Zhang
Xiangyang
X
Zhang
D001549:Benzamides / Q000737:chemistry*; D048588:Benzoxazines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*
D001549:Benzamides; D048588:Benzoxazines; D009942:Organometallic Compounds; D003300:Copper