Boron azides in Staudinger oxidations and cycloadditions
作者:Rebecca L. Melen、Alan J. Lough、Douglas W. Stephan
DOI:10.1039/c3dt50791b
日期:——
and a cycloaddition reaction has taken place. However, if the Staudinger reaction is prohibited via phosphine oxidation as in the case of (EtO)2P(O)CCP(O)(OEt)2 then the unusual dimeric product 4 [2-(C6F5)2B-4-(P(O)OEt2)-2H-1,2,3-triazole-5-P(O)(OEt)(OB(C6F5)2)] is generated. The structures of 1b–d, 2b–d, 3 and 4 have been determined by X-ray diffraction.
Cy 2 BN 3与三取代膦的斯托丁格反应(R 3 P)产生了硼-氮-磷连接系统Cy 2 BN PR 3(分别为Et,t Bu,Cy,Ph)(分别为1a-1d)。类似地,(C 6 F 5)2 BN 3与膦P t Bu 3,PPh 3,Ph 2 PC CPh和Ph 2 PC CPPh 2的反应产生(C 6 F 5)2 BNPR 3(分别为2a–d)。相反,(C反应6 ˚F 5)2 BN 3的Ph 2 P-Ç Ç p -tol在过量的Me存在3的SiN 3,得到双环产物3 [1-(C 6 ˚F 5)2乙-4-(对甲苯基)-1 H -1,2,3-三唑-5-P(NH)Ph 2 ],其中施陶丁格和环加成反应均已发生。但是,如果史陶丁格反应是通过以下方式禁止的(EtO)2 P(O)C CP(O)(OEt)2的情况下进行膦氧化,然后生成不寻常的二聚产物4 [2-(C 6 F 5)2 B-4-(P(O)OEt