767303-58-2Relevant articles and documents
One-Pot Domino Friedel-Crafts Acylation/Annulation between Alkynes and 2-Methoxybenzoyl Chlorides: Synthesis of 2,3-Disubstituted Chromen-4-one Derivatives
Bam, Radha,Chalifoux, Wesley A.
, p. 9929 - 9938 (2018/06/11)
A highly regioselective synthesis of 2,3-disubstituted chromen-4-one derivatives is accomplished from readily available internal alkynes and 2-methoxybenzoyl chlorides. The reaction proceeds via a domino intermolecular Friedel-Crafts acylation/intramolecular vinyl carbocation trapping (or oxa-Michael addition)/demethylation reaction sequence. This Lewis acid promoted method features relatively mild reaction conditions to synthesize a variety of 2,3-disubstituted chromen-4-one derivatives in one pot with up to 93% yield. The chromen-2-one (coumarin) product was obtained when 2,6-dimethoxybenzoyl chloride was used as a starting material via an electrophilic aromatic substitution/rearrangement process.
Heterocyclic Iodoniums for the Assembly of Oxygen-Bridged Polycyclic Heteroarenes with Water as the Oxygen Source
Zhu, Daqian,Wu, Zhouming,Luo, Bingling,Du, Yongliang,Liu, Panpan,Chen, Yunyun,Hu, Yumin,Huang, Peng,Wen, Shijun
supporting information, p. 4815 - 4818 (2018/08/24)
A diverse set of novel heterocyclic iodoniums was synthesized for the first time. The reactions of these unique iodoniums with environmentally benign water as the oxygen source provided structurally complex oxygen-incorporated heteropolycycles that are essential motifs in natural products and biologically active compounds. The transformation only required low-cost copper acetate. Further derivatization of the obtained polycycles expanded the structural diversity, which is important in the building of chemical libraries for drug discovery.
Copper-free Sonogashira coupling of acid chlorides with terminal alkynes in the presence of a reusable palladium catalyst: An improved synthesis of 3-iodochromenones (= 3-iodo-4H-1-benzopyran-4-ones)
Likhar, Pravin R.,Subhas,Roy, Moumita,Roy, Sarabindu,Kantam, M. Lakshmi
experimental part, p. 259 - 264 (2009/02/07)
Pd/C is used as an efficient catalyst for the copper-free Sonogashira coupling of acid chlorides and terminal alkynes to afford ynones in high yields (Tables 1 and 3). Cyclization of (2-methoxyaryl)-substituted ynones induced by I2/ammonium cer