Synthesis of potentially bioactive PABA-related N-(aminoalkyl)lactamic amino acids and esters via selective S(N)Ar reactions.
Potentially bioactive N-(aminoalkyl)lactamic amino acids and esters were synthesized in satisfactory to good yields by S(N)Ar reactions of aromatic acids with N-(3-aminopropyl)lactams followed by esterification with tertiary amino alcohols. The addition-elimination S(N)Ar mechanism was confirmed by NMR and MS measurements.
Gonçalves
Renato S
RS
Programa de Pós-Graduação em Ciência e Tecnologia de Materiais (POSMAT), Universidade Estadual Paulista, São Paulo, Brazil.
Abdelnur
Patrícia V
PV
Santos
Vanessa G
VG
Simas
Rosineide C
RC
Eberlin
Marcos N
MN
Magalhães
Alviclér
A
Pérez González
Eduardo R
ER
D010129:4-Aminobenzoic Acid / Q000138:chemical synthesis* / Q000737:chemistry; D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D004951:Esterification; D004952:Esters / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure
D000596:Amino Acids; D004952:Esters; D010129:4-Aminobenzoic Acid