115397-98-3Relevant academic research and scientific papers
Halogen-Bond-Catalyzed Addition of Carbon-Based Nucleophiles to N-Acylimminium Ions
Chan, Yuk-Cheung,Yeung, Ying-Yeung
supporting information, p. 5665 - 5669 (2019/08/01)
N-acylimminium ions are an important class of synthetic intermediates to produce diverse products upon treatment with different nucleophiles. Most of the reported catalytic protocol involved moisture-sensitive Lewis acids or transition metal. Herein, we reported an organocatalytic version by using halogen-bond catalyst as mild Lewis acid through anion-abstraction strategy. A preliminary result of enantioselective version by employing a chiral BINOL-phosphate anion has also been demonstrated.
Intermolecular and intramolecular α-amidoalkylation reactions using bismuth triflate as the catalyst
Pin, Frederic,Comesse, Sebastien,Garrigues, Bernard,Marchalin, Stefan,Daich, Adam
, p. 1181 - 1191 (2007/10/03)
(Chemical Equation Presented) Bismuth(III) triflate was found to promote the formation of stable cyclic N-acyliminium species in remarkable catalytic amounts (1 mol %). The α-amidoalkylation process seems to be effective in intermolecular and intramolecul
Towards simplifying the chemistry of N-acyliminium ions: A one-pot protocol for the preparation of 5-acetoxy pyrrolidin-2-ones and 2-acetoxy N-alkoxycarbonyl pyrrolidines from imides
Szemes Jr., Fridrich,Pousse, Anthony,Othman, Raja Ben,Bousquet, Till,Othman, Mohamed,Dalla, Vincent
, p. 875 - 879 (2007/10/03)
A new one-step protocol for the synthesis of acetoxy lactams starting from imides has been developed. This method involves regiospecific reduction of the imide with LiEt3BH, then capture of the transient lithium alkoxide by acetic anhydride. Ge
