959929-03-4Relevant articles and documents
Two-Step Protocol for Iodotrimethylsilane-Mediated Deoxy-Functionalization of Alcohols
Chen, Yuming,He, Ru,Song, Hongjian,Yu, Guoqing,Li, Chenglin,Liu, Yuxiu,Wang, Qingmin
, p. 1179 - 1183 (2021/02/01)
We have developed a two-step protocol for iodotrimethylsilane-mediated deoxy-functionalization of primary and secondary alcohols to afford products containing a C?N, C?S, or C?O bond. In the first step the alcohol undergoes iodination with iodotrimethylsilane, and in the second, the iodine atom is replaced by a N, S, or O nucleophile. Compared with traditional Mitsunobu reaction, non-acidic pre-nucleophiles can be used, and the reaction proceeds with retention of configuration. This operationally simple, highly efficient protocol can be used for some natural products and small-molecule drugs containing hydroxy-group.
Reductions of challenging organic substrates by a nickel complex of a noninnocent crown carbene ligand
Findlay, Neil J.,Park, Stuart R.,Schoenebeck, Franziska,Cahard, Elise,Zhou, Sheng-Ze,Berlouis, Leonard E. A.,Spicer, Mark D.,Tuttle, Tell,Murphy, John A.
supporting information; experimental part, p. 15462 - 15464 (2011/02/22)
The first crown-tetracarbene complex of Ni(II) has been prepared, and its crystal structure determined. The complex can be reduced by Na/Hg, with an uptake of two electrons. The reduced complex reductively cleaves arenesulfonamides, including those derived from secondary aliphatic amines, and effects Birch reduction of anthracenes as well as reductive cleavage of stilbene oxides. Computational studies show that the orbital that receives electrons upon reduction of the complex 2 is predominantly based on the crown carbene ligand and also that the HOMO of the parent complex 2 is based on the ligand.
Reductive cleavage of sulfones and sulfonamides by a neutral organic super-electron-donor (S.E.D.) reagent
Schoenebeck, Franziska,Murphy, John A.,Zhou, Sheng-Ze,Uenoyama, Yoshitaka,Miclo, Yves,Tuttle, Tell
, p. 13368 - 13369 (2008/04/04)
Sulfones and sulfonamides are reductively cleaved using the neutral and easily prepared organic electron-donor, bis-imidazolylidene 3. Copyright
