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Search for "ring-opening cross-coupling" in Full Text gives 1 result(s) in Beilstein Journal of Organic Chemistry.

Synthesis of aliphatic nitriles from cyclobutanone oxime mediated by sulfuryl fluoride (SO2F2)

  • Xian-Lin Chen and
  • Hua-Li Qin

Beilstein J. Org. Chem. 2023, 19, 901–908, doi:10.3762/bjoc.19.68

Graphical Abstract
  • Xian-Lin Chen Hua-Li Qin School of Chemistry, Chemical Engineering and Life Science, Wuhan University of Technology, 205 Luoshi Road, Wuhan, 430070, PR China 10.3762/bjoc.19.68 Abstract A SO2F2-mediated ring-opening cross-coupling of cyclobutanone oxime derivatives with alkenes was developed for
  • the construction of a range of δ-olefin-containing aliphatic nitriles with (E)-configuration selectivity. This new method features wide substrate scope, mild conditions, and direct N–O activation. Keywords: direct N–O activation; E-selectivity; nitrile synthesis; ring-opening cross-coupling; sulfuryl
  • completely inhibited when the amount of added TEMPO was increased to 2 equivalents. Based upon the preliminary results and previous reports of this class of transformation [26][30][36][37][42][60][61], a plausible mechanism for the base-promoted, SO2F2-mediated ring-opening cross-coupling of cyclobutanone
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Published 22 Jun 2023
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