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A Novel Method for the Synthesis of Newfangled Asymmetric Schiff Bases from α‐amino Acids under Ultrasonic Conditions and in Aqueous Medium
Author(s) -
Şendil Kıvılcım,
Tekin Turgay,
Göksu Haydar,
Oğuz Mehmet,
Anıl Barış,
Gültekin Mehmet Serdar
Publication year - 2016
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.201600094
Subject(s) - chemistry , ultrasonic sensor , aqueous medium , aqueous solution , amino acid , schiff base , organic chemistry , combinatorial chemistry , polymer chemistry , biochemistry , physics , acoustics
Chiral Schiff bases were obtained at high yields via a novel technique. Aryl aldehydes and chiral α‐amino acids were treated (1) in the presence of H 3 PO 4 in ethanol at 80°C for 24 h, and (2) in the presence of K 2 CO 3 under ultrasonic conditions in an aqueous ethanol medium within 5 min with yields reaching up to 96%. The results showed that the presented methodology under ultrasonic conditions was effective, practical, and eco‐friendly compared to that using an acidic medium. The corresponding asymmetric Schiff bases were synthesized for the first time, and were characterized by 1 H and 13 C nuclear magnetic resonance and infrared spectroscopy and high‐resolution mass spectrometry.