A highly-efficient palladium-catalyzed aminocarbonylation/SNAr approach to dibenzoxazepinones

作者:Shen Chaoren*; Neumann Helfried; Wu Xiao Feng
来源:Green Chemistry, 2015, 17(5): 2994-2999.
DOI:10.1039/c5gc00427f

摘要

A convenient procedure for the synthesis of dibenzoxazepinones has been developed. Utilizing the protocol of one-pot palladium-catalyzed aminocarbonylation/aromatic nucleophilic substitution (SNAr) sequence, with 2-aminophenols and 2-bromofluorobenzenes as the substrates, the desired dibenzo[b,e][1,4]oxazepin-11(5H)-ones were prepared in moderate to excellent yields. The broad substrate scope and functional group tolerance of the reaction makes this approach a practical method for the synthesis of valuable dibenzoxazepinone and its derivatives. Mechanistic studies suggest that aminocarbonylation proceeds prior to SNAr.

  • 出版日期2015