1055-19-2Relevant academic research and scientific papers
C-H Xanthylation: A Synthetic Platform for Alkane Functionalization
Czaplyski, William L.,Na, Christina G.,Alexanian, Erik J.
supporting information, p. 13854 - 13857 (2016/11/06)
Intermolecular functionalizations of aliphatic C-H bonds offer unique strategies for the synthesis and late-stage derivatization of complex molecules, but the chemical space accessible remains limited. Herein, we report a transformation significantly expanding the chemotypes accessible via C-H functionalization. The C-H xanthylation proceeds in useful chemical yields with the substrate as the limiting reagent using blue LEDs and an easily prepared N-xanthylamide. The late-stage functionalizations of complex molecules occur with high levels of site selectivity, and a variety of common functionality is tolerated in the reaction. This approach capitalizes on the versatility of the xanthate functional group via both polar and radical manifolds to unlock a wide array of C-H transformations previously inaccessible in synthesis.
An efficient rearrangement of secondary alkyl S-methyl xanthates by trimethylaluminum (TMA)
Barton, Derek H. R.,Choi, Seung-Yong
, p. 2695 - 2698 (2007/10/03)
The rearrangement of secondary S-methyl xanthates to S-methyl dithiocarbonates at room temperature using trimethylaluminum has been studied. This reaction affords an efficient and simple method for converting secondary alcohols to thiols.
