Synthesis and Cleavage Reactions of Benzothiazepinyl Chromone Derivatives

Shanker, Medi; Reddy, R. B.; Mouli, G. V. P. C.; Reddy, Y. D.

doi:10.1080/10426508908043717

Cited by 7 publications

(2 citation statements)

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“…Isofl avone analogs with seven-membered heterocycles can be synthesized by the reaction of the chromone derivatives 148 bearing enone moiety with binucleophiles. [150][151][152][153] The reaction of enones 148 with o-phenylenediamine and 2-aminothiophenol gave, respectively, 3 Albanese et al 152 demonstrated that the use of perfl uorinated solvents, e.g., hexafl uoropropan-2-ol, allows increasing the product yields. The authors believe that due to its high acidity hexafl uoropropan-2-ol can activate both the carbonyl and thiol groups via hydrogen bonding and behave as a proton shuttle.…”

Section: Isofl Avone Hetero Analogs With Seven-membered Heterocyclesmentioning

confidence: 99%

Synthesis of heterocyclic analogs of isoflavone and homoisoflavone based on 3-formylchromone

et al. 2021

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The review is focused on recent developments of chemistry of synthetic analogs of natural compounds, isofl avone and homoisofl avone. The possible synthetic strategies to access heterocyclic analogs of these compounds starting from readily available 3-formylchromone and its derivatives (3-cyanochromone, 2-amino-3-formylchromone) and products of its condensation with simplest Cand N-nucleophiles are discussed. The structural features of the reaction products that depend on the nature of the reaction medium, structure of the starting compounds, and reagent ratio are considered. Particular attention is given to the application of the modern strategies of organic synthesis, namely green chemistry approaches, click reactions, domino reactions, etc. Examples of compounds of this group most promising for clinical application due to wide and pronounced pharmacological eff ects are given.

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Section: Isofl Avone Hetero Analogs With Seven-membered Heterocyclesmentioning

confidence: 99%

Synthesis of heterocyclic analogs of isoflavone and homoisoflavone based on 3-formylchromone

et al. 2021

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“…The enamine (81) on anodic oxidation in tetraethylammonium perchlorate -acetonitrile by controlled potential electrolysis gives 3,3'-bichromone (83) (R = R 1 -R 4 = H) 61. 66-68 3-Formylchromone when heated at 80-100ºC with p-cresol in the presence of anhydrous AlCl 3 gives the 9H-xanthene derivative(86) 69. Silylation of flavanones with Me 3 SiNMe 2 in the presence of TsOH followed by treatment with Ag 2 O also affords 83 64.…”

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confidence: 99%