Premium
Synthesis of New Pyrano[2′,3′: 5,6]chromeno[4,3‐ b ]quinolin‐4‐ones via Aza‐ DielsAlder Reaction
Author(s) -
Kumar Bejjanki Naveen,
Venkatesham Akkaladevi,
Nagaiah Kommu,
Babu Nanubolu Jagadeesh
Publication year - 2015
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201400286
Subject(s) - chemistry , intramolecular force , catalysis , diels–alder reaction , aryl , simple (philosophy) , combinatorial chemistry , organic chemistry , medicinal chemistry , philosophy , epistemology , alkyl
Abstract New pyrano[2′,3′: 5,6]chromeno[4,3‐ b ]quinolin‐4‐ones have been synthesized by intramolecular aza‐ DielsAlder reaction of the azadienes generated in situ from aryl amines and 8‐formyl‐7‐(prop‐2‐ynyl)2,3‐disubstituted chromones using CuFe 2 O 4 nanoparticles as a catalyst in DMSO at 80–90° in good‐to‐excellent yields. Particularly valuable features of this methodology include simple implementation, inexpensive and reusable catalyst, and good yields. The structures were established by spectroscopic data and further confirmed by X‐ray diffraction analysis of one of the products.