4‐Chromanones

Lockhart, I. M.

doi:10.1002/9780470187012.ch5

Chemistry of Heterocyclic Compounds: A Series of Monographs

1977

DOI: 10.1002/9780470187012.ch5

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4‐Chromanones

I. M. Lockhart¹

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Cited by 5 publications

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Fries rearrangement of methoxyphenyl 3‐methylbut‐2‐enoates

Camps¹,

Coll²,

Colomina³

et al. 1985

Journal of Heterocyclic Chem

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Fries rearrangement of 2‐, 3‐ and 4‐methoxyphenyl 3‐methylbut‐2‐enoates 3‐5 in methanesulfonic acid, polyphosphoric acid, aluminum chloride and under photochemical conditions have been studied. The outcome of the reactions was determined by the substitution pattern in the starting products and the reaction conditions used. Under Lewis acid catalysis, acylation accounted for the major components of the reaction mixtures, leading to the formation of indanones and 2,3‐dihydro‐4H‐1‐benzopyran‐4‐ones respectively in the case of o‐ and m‐esters 3 and 5, whereas alkylation to afford dihydrocoumarins was the favored path for p‐ester 5. On the other hand, o‐acylation was in all cases the major reaction course in the photochemical rearrangement.

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Fries rearrangement of methoxyphenyl 3‐methylbut‐2‐enoates

Camps¹,

Coll²,

Colomina³

et al. 1985

Journal of Heterocyclic Chem

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Iron‐Catalyzed Crossed‐Aldol Condensation for the Synthesis of 3‐Benzylidene‐4‐chromanones: An Efficient Synthesis of Homoisoflavanoids^†

Shaikh¹,

Kushalappa²,

Sheshappa³

et al. 2019

ChemistrySelect

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A new, convenient and sustainable protocol for the aldol condensation of chroman‐4‐one derivatives with aldehydes using iron as a catalyst under microwave irradiation in the presence of green solvent (2‐methyl‐THF) is presented. The protocol offers a very simple, cost efficient and environmentally benign procedure with good to excellent yields of 3‐benzylidene‐4‐chromanone derivatives. The methodology is demonstrated to be useful for the synthesis of homoisoflavanoids Boundecullin, Sappanone A and their derivatives. The present method offers a potential to generate a quick library of homoisoflavanoids and their synthetic derivatives of medicinal importance.

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Design, synthesis, in vitro and in silico anti-cancer activity of 4H-chromenes with C4-active methine groups

et al. 2014

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4‐Chromanones

Cited by 5 publications

References 252 publications

Fries rearrangement of methoxyphenyl 3‐methylbut‐2‐enoates

Fries rearrangement of methoxyphenyl 3‐methylbut‐2‐enoates

Iron‐Catalyzed Crossed‐Aldol Condensation for the Synthesis of 3‐Benzylidene‐4‐chromanones: An Efficient Synthesis of Homoisoflavanoids^†

Design, synthesis, in vitro and in silico anti-cancer activity of 4H-chromenes with C4-active methine groups

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About

4‐Chromanones

Cited by 5 publications

References 252 publications

Fries rearrangement of methoxyphenyl 3‐methylbut‐2‐enoates

Fries rearrangement of methoxyphenyl 3‐methylbut‐2‐enoates

Iron‐Catalyzed Crossed‐Aldol Condensation for the Synthesis of 3‐Benzylidene‐4‐chromanones: An Efficient Synthesis of Homoisoflavanoids†

Design, synthesis, in vitro and in silico anti-cancer activity of 4H-chromenes with C4-active methine groups

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Product

Resources

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Iron‐Catalyzed Crossed‐Aldol Condensation for the Synthesis of 3‐Benzylidene‐4‐chromanones: An Efficient Synthesis of Homoisoflavanoids^†