1516898-04-6Relevant articles and documents
Preparation method of 1-alkyl-2-phenyl-4-quinolones
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, (2016/10/17)
Provided is a novel method for synthesizing 1-alkyl-2-phenyl-4-quinolones from 2-halobenzoates. The synthesizing method in the present invention has advantages capable of synthesizing 1-alkyl-2-phenyl-4-quinolones in high yield through a simplified stage in a simple reaction condition by means of 2-halobenzoates as an inexpensive starting material.COPYRIGHT KIPO 2015
Practical and versatile synthesis of thioflavones from 2-bromobenzoyl chlorides
Lee, Jae In,Choi, Jin Sun
, p. 253 - 256 (2015/06/16)
A practical and versatile synthesis of thioflavones from 2-bromobenzoyl chlorides as potent drug candidates, including derivatives with chloro, methyl, or methoxy substituents on the condensed benzene ring was reported. 4,6-Pyrimidyl di(2-halobenzoates)were readily prepared by acylation of 2 equiv of 1 with 4,6-dihydroxypyrimidine in the presence of 2 equiv of triethylamine in methylene chloride at room temperature. After evaporating methylene chloride, the mixture was dissolved in anhydrous THF and triethylamine hydrochloride was filtered off. The condensed residue was purified by short pathway silica gel column chromatography or recrystallization in 75% EtOAc/n-hexane to give 2 in 85-94% yields. Successful synthesis of 2 equiv of 1-(2-bromophenyl)-3-(hetero)aryl-2-propyn-1-ones was accomplished by reacting 1 equiv of 2 with 2 equiv of (hetero)arylethynylmagnesium bromides. Benzothiopyran ring formation was achieved via the 1,4-addition of hydrosulfide anion and one-pot sequence of bromide substitution. The reaction worked well with electron-withdrawing substituents, such as 7-chloro groups, and electrondonating substituents, such as 7-methyland 6-methoxy groups, in the condensed benzene rings.
