N‑Acylbenzotriazole: convenient approach for protecting group‑free monoacylation of symmetric diamines

Faculty Pharmacy Year: 2020
Type of Publication: ZU Hosted Pages: 589-598
Authors:
Tarek Mohamed Salah Rashad
Journal: Monatshefte für Chemie - Chemical Monthly Springer Volume:
Keywords : N‑Acylbenzotriazole: convenient approach , protecting group‑free monoacylation    
Abstract:
An efcient green route for monoacylation of aromatic diamines, namely o-phenylenediamine and p-phenylenediamine and aliphatic diamines ethylenediamine and piperazine using N-acylbenzotriazoles (NABs) in n-butanol was developed. The new protocol does not require prior selective protection of the diamine and comprises simple conditions, short reaction times, an easy work up as well as high isolated yields (69–94%). Moreover, the method described herein enable stepwise acylation of aliphatic diamines such as ethylenediamine and piperazine with two diferent N-acylbenzotriazoles afording unsymmetrical substituted diamines that can be used for construction of pharmaceutically important targets such as drugs, foldamers, and drug conjugates
    
     
 
       

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