128798-25-4Relevant academic research and scientific papers
Direct Conversion of Nitriles into Alkene “Isonitriles”
Li, Yajun,Fleming, Fraser F.
supporting information, p. 14770 - 14773 (2016/11/23)
The sequenced addition of RLi to nitriles, trapping with isopropylformate, and dehydration with phosphoryl chloride provides an efficient, direct synthesis of alkene isocyanides. The one-pot sequence involves a series of carefully orchestrated steps: addition, formylation, tautomerization, and dehydration, with CuCN catalyzing a key equilibration of a formyl imine to an N-formyl enamine. The resulting aromatic alkeneisocyanides, that are otherwise challenging to synthesize, engage in an unusual [4+2]-type cycloaddition/1,3-H shift/decyanation sequence to afford substituted naphthalenes.
A New And Mild Procedure For The Preparation Of Vinyl Formamides From Thiooximes
Baldwin, J.E.,Aldous, D.J.,ONeil, I.A.
, p. 2051 - 2054 (2007/10/02)
Treatment of thiooximes with triphenylphosphine and acetic formic anhydride in dichloromethane at room temperature gives good yields of vinyl formamides under essentially neutral conditions.
