83458-71-3Relevant academic research and scientific papers
A NOVEL BENZOQUINOLIZIDINE REARRANGEMENT INVOLVING INTRAMOLECULAR CARBAMYL-CHLORIDE-INDUCED CLEAVAGE OF A TERTIARY AMINE
Maryanoff, Bruce E.,Molinari, Albert J.,Wooden, Gary P.,Olofson, R. A.
, p. 2829 - 2832 (1982)
The free base of benzoquinolizidine 3 undergoes a facile rearrangement to pyrimidoisoquinoline 4, the structure of which was confirmed by x-ray crystallography.The regiospecificity of this novel rearrangement is governed by stereoelectronic factors.
Dealkylation of a Tertiary Amine Group by an Intramolecular Carbamyl Chloride Functionality
Maryanoff, Bruce E.,Molinari, Albert J.,McComsey, David F.,Maryanoff, Cynthia A.,Wooden, Gary P.,Olofson, R. A.
, p. 5074 - 5080 (2007/10/02)
Compounds containing a 4-anilinopiperidine moiety react with phosgene to afford carbamyl chloride hydrochloride derivatives, which rearrange in the presence of nonnucleophilic amine bases.The rearrangement entails intramolecular acylation by the carbamyl
