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An Approach to P=N Bond Formation: Straightforward Synthesis of Arylurea‐Derived Phosphazenes via Condensation of Ph 3 P=O with N ‐Monosubstituted Arylureas
Author(s) -
Min Xiangting,
Liu Jianhui
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201801469
Subject(s) - reagent , chemistry , yield (engineering) , amine gas treating , condensation , medicinal chemistry , condensation reaction , functional group , combinatorial chemistry , oxygen atom , organic chemistry , molecule , polymer , catalysis , materials science , physics , metallurgy , thermodynamics
Abstract The Hendrickson's reagent‐mediated formation of the P=N bond provides access to arylurea‐derived phosphazenes compounds using readily available N ‐monosubstituted arylureas and Ph 3 P=O. Various functional groups were tolerated to give arylurea‐derived phosphazenes in the yield of 71–93%. The reaction also provides an alternative strategy for constructing compounds containing P=N bond. In this transformation, the Hendrickson's reagent unprecedented selectively reacts with the free amine group instead of the oxygen atom of N ‐monosubstituted arylurea. In addition, we found that thioureas could act as an effective thionating agent by converting Ph 3 P=O to Ph 3 P=S.