Synthesis Of Chromones Research Articles

A new chromone and flavone synthesis and its utilization for the synthesis of potentially antitumorigenic polycyclic chromones and flavones

A new synthesis of chromones and flavones based on the ortho-directed metalation of methoxymethyl aryl ethers with alkyllithium reagents is described. It entails reaction of the ortho-lithiated intermediates with a conjugated unsaturated aldehyde followed by oxidation of the allylic alcohol product with «periodinane» to yield an ortho-allylic ketone. The latter on heating in acetic acid undergoes loss of the methoxymethyl protecting group and cyclization to a chromanone (or flavanone, if a β-phenyl substituent is present). Dehydrogenation by treatment with pyrrolidone hydrotribromide (PHT) in dimethyl sulfoxide yields the corresponding chromones (or flavones). This synthetic approach appears general in its applicability

C-Deuteration and cyclization of 2-hydroxypropiophenones

For planning of the conditions of Claisen condensation the relationship between CH-acidity and reactivity of 2-hydroxypropiophenones was investigated. It was found that there is a linear correlation between the acidity of the α-methylene group of these compounds and the rate of base-catalyzed Claisen condensation in the synthesis of chromones.

Synthesis of chromones by cyclization of 2-hydroxyphenyl ketones with boron trifluoride–diethyl ether and methanesulphonyl chloride

2-Hydroxyphenyl arylalkyl and alkyl ketones have been cyclised in high yield to the corresponding isoflavones and chromones by treatment with BF3–Et2O and MeSO2Cl in HCONMe2.

Synthesis of Chromones. III. Furano and Pyrono Derivatives of Chromone

Synthesis of Chromones. III. Furano and Pyrono Derivatives of Chromone

Synthesis of Chromones. II. Some Derivatives of 7-Hydroxy-2-methylchromone

Synthesis of Chromones. II. Some Derivatives of 7-Hydroxy-2-methylchromone

Synthesis of Chromones. Part Ill. Condensation of β-Naphthol with Alkyl Acetoacetic Esters.

Synthesis of Chromones. Part Ill. Condensation of β-Naphthol with Alkyl Acetoacetic Esters.

Synthesis of Chromones. Part I. Condensation of Halogenated Phenols and Cresols with Alkyl Acetoacetic Esters.

Synthesis of Chromones. Part I. Condensation of Halogenated Phenols and Cresols with Alkyl Acetoacetic Esters.

Synthesis of Chromones. Part II. Condensation of Nitrophenols with Alkyl Acetoacetic Esters.

Synthesis of Chromones. Part II. Condensation of Nitrophenols with Alkyl Acetoacetic Esters.

Synthesis of Chromones. Part Ill. Condensation of β-Naphthol with Alkyl Acetoacetic Esters.

Synthesis of Chromones. Part Ill. Condensation of β-Naphthol with Alkyl Acetoacetic Esters.

Synthesis of Chromones. Part I. Condensation of Halogenated Phenols and Cresols with Alkyl Acetoacetic Esters.

Synthesis of Chromones. Part I. Condensation of Halogenated Phenols and Cresols with Alkyl Acetoacetic Esters.

Synthesis of Chromones. Part II. Condensation of Nitrophenols with Alkyl Acetoacetic Esters.

Synthesis of Chromones. Part II. Condensation of Nitrophenols with Alkyl Acetoacetic Esters.