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Synthesis and Regioselective Functionalization of Piperazin‐2‐ones Based on Phe‐Gly Pseudodipeptides
Author(s) -
Valdivielso Angel M.,
VentosaAndrés Pilar,
GarcíaLópez M. Teresa,
Herranz Rosario,
GutiérrezRodríguez Marta
Publication year - 2013
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201201221
Subject(s) - regioselectivity , chemistry , reactivity (psychology) , surface modification , ring (chemistry) , stereochemistry , combinatorial chemistry , medicinal chemistry , organic chemistry , catalysis , medicine , alternative medicine , pathology
The synthesis of 1,4‐unsubstituted piperazin‐2‐ones by one‐pot reductive cyclization of PheΨ[CH(CN)NH]Gly pseudodipeptides is described. Studies on the reactivity of the piperazin‐2‐one ring showed a higher reactivity at the N 4 position than at the N 1 position. The stepwise regioselective functionalization of piperazin‐2‐one derivatives showed great potential for molecular diversity generation.