Synthesis of N-Protected 1-Aminoalkylphosphonium Salts from Amides, Carbamates, Lactams, or Imides.

ABSTRACT: This report describes the development and optimization of the one-pot method for the synthesis of N-protected 1-aminoalkylphosphonium salts based on the three-component coupling of aldehydes and either amides, carbamates, lactams, imides, or urea in the presence of triarylphosphonium salts. The proposed strategy is very efficient and easy to carry out even on a larger scale (20 g) in any typical laboratory. Most reactions occur at temperatures between 50 and 100 °C in a short time (1-2 h) without requiring any catalyst, and simple workup procedures afford good to excellent yields. The exceptions are condensations with imides, which require much higher temperatures (150-170 °C) and longer reaction times (even 30 h). The possibility of carrying out the synthesis under solvent-free con

SUBMITTER: Adamek J 

PROVIDER: S-EPMC8154577 | biostudies-literature | 2021 Apr

REPOSITORIES: biostudies-literature