872680-87-0Relevant academic research and scientific papers
Rearrangement reactions; 14: Synthesis of functionalized thiazoles via attack of heteroatom nucleophiles on allenyl isothiocyanates
Banert, Klaus,Al-Hourani, Baker Jawabrah,Groth, Stefan,Vrobel, Kai
, p. 2920 - 2926 (2007/10/03)
Treatment of allenyl isothiocyanates with sulfur-, oxygen-, nitrogen- or hydride-containing nucleophiles such as propane-2-thiol, thiophenol, hydrogen sulfide, alcohols, phenol or aqueous NaOH, NH3, primary or secondary aliphatic or aromatic amines, N,N,N′,N′-tetramethylguanidine or sodium cyanoborohydride resulted in ring closure to generate thiazoles bearing a functionality at position C-2 in most cases. Moreover, we report the first examples of aromatic miazole-2-phosphonates prepared by the same strategy using dialkyl or diphenyl phosphites as nucleophiles. Georg Thieme Verlag Stuttgart.
