TY - JOUR
T1 - Amine-Triggered Highly Facile Oxidative Benzannulation Reaction for the Synthesis of Anthranilates under Solvent-Free Calcium(II) Catalysis
AU - Yaragorla, Srinivasarao
AU - Dada, Ravikrishna
N1 - Publisher Copyright:
© 2017 American Chemical Society.
PY - 2017/8/31
Y1 - 2017/8/31
N2 - An amine-triggered facile synthetic approach of anthranilates has been described through benzannulation of readily available chemicals under one-pot solvent-free conditions using Ca(OTf)2 as the sustainable catalyst. In this regioselective approach, we described a reasonably longer cascade, which proceeds through β-enamino ester formation/Michael addition/intramolecular aldol reaction/elimination/aromatization/oxidative debenzylation/lactonization with a broad substrate scope and high yields. The isolation of intermediates authenticated the mechanism, and the synthetic utility of the products was also demonstrated.
AB - An amine-triggered facile synthetic approach of anthranilates has been described through benzannulation of readily available chemicals under one-pot solvent-free conditions using Ca(OTf)2 as the sustainable catalyst. In this regioselective approach, we described a reasonably longer cascade, which proceeds through β-enamino ester formation/Michael addition/intramolecular aldol reaction/elimination/aromatization/oxidative debenzylation/lactonization with a broad substrate scope and high yields. The isolation of intermediates authenticated the mechanism, and the synthetic utility of the products was also demonstrated.
UR - https://www.scopus.com/pages/publications/85041496846
UR - https://www.scopus.com/pages/publications/85041496846#tab=citedBy
U2 - 10.1021/acsomega.7b00753
DO - 10.1021/acsomega.7b00753
M3 - Article
AN - SCOPUS:85041496846
SN - 2470-1343
VL - 2
SP - 4859
EP - 4869
JO - ACS Omega
JF - ACS Omega
IS - 8
ER -