99315-22-7Relevant academic research and scientific papers
Zn(OTf)2-Catalyzed Synthesis of 2-Alkynylazetidines and their Ring Expansion to Functionalized 1,4,5,6-Tetrahydropyridines
Shehzadi, Syeda Aaliya,Kushwaha, Khushbu,Sterckx, Hans,Abbaspour Tehrani, Kourosch
, p. 4393 - 4401 (2018)
A zinc(II) triflate catalyzed reaction of β-chloro aldimines with terminal alkynes leading to a rapid and efficient formation of 2-alkynylazetidines in good to excellent yield has been described. The catalytic hydrogenation of the 2-alkynylazetidines resulted in acyclic secondary amines by reductive cleavage of the 2-alkynylazetidine. Further, these non-activated 2-alkynylazetidines were ring expanded in a reaction with dimethyl acetylenedicarboxylate in the presence of zinc(II) triflate to give 4-alkynyltetrahydropyridines. Catalytic reduction of these 4-alkynyltetrahydropyridines led to an efficient conversion to 4-alkyltetrahydropyridine carboxylates. (Figure presented.).
