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1 article(s) from Minkin, Vladimir

Facile approach to N,O,S-heteropentacycles via condensation of sterically crowded 3H-phenoxazin-3-one with ortho-substituted anilines

Eugeny Ivakhnenko,
Vasily Malay,
Pavel Knyazev,
Nikita Merezhko,
Nadezhda Makarova,
Oleg Demidov,
Gennady Borodkin,
Andrey Starikov and
Vladimir Minkin

Beilstein J. Org. Chem. 2024, 20, 336–345, doi:10.3762/bjoc.20.34

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Scheme 1: Synthesis of 6,8-di-tert-butyl-N-aryl-3H-phenoxazin-3-imines 3 [6] and 6,8-di-tert-butyl-2-(arylamino)...

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Figure 1: DFT-calculated molecular geometry (B3LYP/6-311++G(d,p) level) and distribution of electronic densit...

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Scheme 2: 6,8-Di-tert-butyl-2-(arylamino)-3H-phenoxazin-3-ones 4 prepared by the one-pot reaction between 6,8...

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Figure 2: Molecular structure of 6,8-di-tert-butyl-2-(o-nitrophenylamino)-3H-phenoxazin-3-one (4f). a) Select...

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Figure 3: UV–vis spectra of 6,8-di-tert-butyl-2-(arylamino)-3H-phenoxazin-3-ones 4a–h (toluene, c = 2⋅10⁻⁵ M, ...

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Scheme 3: Synthesis of 14H-quinoxaline[2,3-b]phenoxazines 5 and 6.

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Scheme 4: Relative stability of the tautomers 7 and 7a,b of quinoxaline[2,3-b]phenoxazine calculated at the D...

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Scheme 5: Preparation of quinoxaline[2,3-b]phenoxazine (7) from 2-amino-3H-phenoxazin-3-one (8) [10] and 2-ethoxy...

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Figure 4: Molecular structure of ethyl 2,4-di-tert-butyl-14H-quinoxalino[2,3-b]phenoxazine-10-carboxylate (5c...

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Scheme 6: Triphenodioxazine and oxazinophenothiazine derivatives 10 via condensation of 3H-phenoxazin-3-one 1...

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Figure 5: a) UV–vis (solid lines) and fluorescence emission (λ_ex = 365 nm, dashed) spectra of compounds 5a–c ...

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Figure 6: UV–vis (solid lines) and fluorescence emission (dashed, λ_ex = 365 nm) spectra of compounds 6a,b in ...

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Figure 7: UV–vis, fluorescence emission (λ_ex = 500 nm), and fluorescence excitation (λ_obs = 590 nm) spectra o...

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Published 21 Feb 2024

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