15545-56-9Relevant articles and documents
Isocyanate diinsertion into the N-H bond of the 2-pyridylamino ligand of organolanthanides
Sun, Yan,Zhang, Zhengxing,Wang, Xu,Li, Xiaoqing,Weng, Linhong,Zhou, Xigeng
, p. 221 - 226 (2010)
[Cp2LnNHPy]2 (Py = 2-pyridyl) (1a-e) react with phenyl isocyanate to form the N-H diinsertion products Cp2Ln [η2:η1-PyNCON(Ph)CONHPh](THF) (Ln = Yb (3a), Er (3b), Y (3c), Dy (3d), Gd (3e)). It has been proven that n Pr 2NH can abstract one PhNCO unit from 3c to form Cp2 Y[η3-OC(NHPh)NPy] (2c) and nPr2 NHCONHPh (4), representing a rare example of selective release of a functional group of ligands in organolanthanide chemistry. Hydrolysis of 2c gives the organic nitrogen-containing product PyNHCONHPh (5). Moreover, 3c can also be obtained by the reaction of 2c with PhNCO. These results demonstrate that the diinsertion of PhNCO into the N-H bond of coordinated amino ligands might proceed in a stepwise manner. All the compounds were characterized by elemental analysis and spectroscopic properties. The structures of compounds 3a-e and 4 are also determined through X-ray single-crystal diffraction analysis. The Royal Society of Chemistry 2010.
Lanthanum(III) Trifluoromethanesulfonate Catalyzed Direct Synthesis of Ureas from N-Benzyloxycarbonyl-, N -Allyloxycarbonyl-, and N -2,2,2-Trichloroethoxycarbonyl-Protected Amines
Bui, Tien Tan,Kim, Hee-Kwon
supporting information, p. 997 - 1002 (2020/06/17)
A novel lanthanum triflate mediated conversion of N -benzyloxycarbonyl-, N -allyloxycarbonyl-, and N -trichloroethoxycarbonyl-protected amines into nonsymmetric ureas was discovered. In this study, lanthanum triflate was found to be an effective catalyst for preparing various nonsymmetric ureas from protected amines. A variety of protected aromatic and aliphatic carbamates reacted readily with various amines in the presence of lanthanum triflate to generate the desired ureas in high yields. This result demonstrated that this novel lanthanum triflate catalyzed preparation of ureas from Cbz, Alloc, and Troc carbamates can be employed for the formation of various urea structures.
CaI2-Catalyzed direct transformation of: N -Alloc-, N -Troc-, and N -Cbz-protected amines to asymmetrical ureas
Tran, Van Hieu,Kim, Hee-Kwon
, p. 14093 - 14101 (2019/09/18)
A novel and facile CaI2-catalyzed direct synthesis of asymmetrical ureas from N-Alloc-, N-Troc-, and N-Cbz-protected amines is developed. In this study, the efficient reaction of Alloc-, Troc-, and Cbz-carbamates with amines in the presence of catalytic CaI2 successfully generated various asymmetrical ureas. This catalytic synthetic procedure provided the desired ureas via reactions of these protected aromatic and aliphatic amines with various amines in high yields without side products. This suggests that novel direct synthesis of ureas from Alloc-, Troc-, and Cbz-carbamates can be a promising approach for the synthesis of useful ureas.