
One-pot Synthesis of 6-Aza-chromone Derivatives Through Cascade Carbonylation-Sonogashira-Cyclization
Author(s) -
Gang Cheng,
Yingbei Qi,
Xinping Zhou,
Rong Sheng,
Yongzhou Hu,
Youhong Hu
Publication year - 2017
Publication title -
scientific reports
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.24
H-Index - 213
ISSN - 2045-2322
DOI - 10.1038/s41598-017-04693-7
Subject(s) - chromone , sonogashira coupling , carbonylation , cascade , chemistry , combinatorial chemistry , organic chemistry , catalysis , palladium , chromatography , carbon monoxide
We developed an efficient synthesis of aza-chromones from 3-iodo-4-(1 H )-pyridones and terminal acetylenes via a cascade carbonylation-Sonogashira-cyclization reaction. By controlling the use of bases, both 6-aza-chromones 5 and 3-(4-oxo-1,4-dihydroquinoline-3-carbonyl)-4 H -pyrano[3,2- c ]quinolin-4-ones 6 could be selectively obtained in moderate to good yields.