Interaction of 3-ethoxycarbonyl(carboxy)-substituted 5,6,7,8-tetrafluorochromones with N-nucleophiles: synthesis of fluorocoumarins

Салоутин, В. И.; Skryabina, Z. É.; Bazyl, I. T.; Kisil, S. P.

doi:10.1016/s0022-1139(98)00350-9

Cited by 17 publications

(5 citation statements)

References 3 publications

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“…On the other hand, the reactivity of 3-ethoxycarbonyl-2-methyl substituted 5,6,7,8-tetrafluorochromone ( 100 ) toward hydroxylamine in an alkaline medium was explored [ 62 ]. Wherever the pyrone ring was firstly opened, hydroxylamine was involved in the isoxazole ring formation of 101 .…”

Section: Synthesis Of Benzopyrone-fused Five-membered Aromatic Heterocyclesmentioning

confidence: 99%

“…Wherever the pyrone ring was firstly opened, hydroxylamine was involved in the isoxazole ring formation of 101 . Moreover, the cyclization to the corresponding 2-methyl-4H-6,7,8,9-tetrafluorochromeno[3,4-d]isoxazol-4-one ( 102 ) was performed by sulfuric acid treatment ( Scheme 31 ) [ 62 ].…”

Section: Synthesis Of Benzopyrone-fused Five-membered Aromatic Heterocyclesmentioning

confidence: 99%

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Synthetic Routes to Coumarin(Benzopyrone)-Fused Five-Membered Aromatic Heterocycles Built on the α-Pyrone Moiety. Part II: Five-Membered Aromatic Rings with Multi Heteroatoms

El‐Sawy

Abdelwahab²,

Kirsch

2021

Molecules

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Coumarins are natural heterocycles that widely contribute to the design of various biologically active compounds. Fusing different aromatic heterocycles with coumarin at its 3,4-position is one of the interesting approaches to generating novel molecules with various biological activities. During our continuing interest in assembling information about fused five-membered aromatic heterocycles, and after having presented mono-hetero-atomic five-membered aromatic heterocycles in Part I. The current review Part II is intended to present an overview of the different synthetic routes to coumarin (benzopyrone)-fused five-membered aromatic heterocycles with multi-heteroatoms built on the pyrone ring, covering the literature from 1945 to 2021.

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Section: Synthesis Of Benzopyrone-fused Five-membered Aromatic Heterocyclesmentioning

confidence: 99%

Section: Synthesis Of Benzopyrone-fused Five-membered Aromatic Heterocyclesmentioning

confidence: 99%

Synthetic Routes to Coumarin(Benzopyrone)-Fused Five-Membered Aromatic Heterocycles Built on the α-Pyrone Moiety. Part II: Five-Membered Aromatic Rings with Multi Heteroatoms

El‐Sawy

Abdelwahab²,

Kirsch

2021

Molecules

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“…Polyfluorochromone-3-carboxylates 66 reacted with a variety of primary amines, under different reaction conditions, producing chromane-2,4(3Н)-diones 72 (Scheme 58). [66][67][68]72,74,75 Scheme 58…”

Section: From Chromone-3-carboxalic Acidsmentioning

confidence: 99%

Chemical Transformation of Chromones into Coumarins

Badran¹,

Ahmed²,

Ibrahim³

2021

HETEROCYCLES

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“…65 Piperidine brings about substitution of fluorine at the 7-position of 109 and conjugate addition, the adduct 113 undergoing decarboxylative elimination of the piperidine moiety to give 114 (Scheme 16).…”

Section: Addition Of Ammonia and Aminesmentioning

confidence: 99%