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1 article(s) from Galeev, Andrey R

Heterocycle-guided synthesis of m-hetarylanilines via three-component benzannulation

Andrey R. Galeev,
Maksim V. Dmitriev,
Alexander S. Novikov and
Andrey N. Maslivets

Beilstein J. Org. Chem. 2024, 20, 2208–2216, doi:10.3762/bjoc.20.188

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Figure 1: The meta-hetarylaniline motif in bioactive molecules.

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Scheme 1: Strategies to access meta-substituted anilines.

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Figure 2: The model series of synthesized 1,3-diketones and corresponding calculated Hammett constants of het...

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Scheme 2: Synthesis of meta-substituted anilines from 1,2,4-oxadiazol-5-yl substituted 1,3-diketone 1a. Condi...

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Scheme 3: Synthesis of meta-substituted anilines from 1,3,4-oxadiazol-substituted 1,3-diketone 1b. Conditions...

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Scheme 4: Synthesis of meta-substituted anilines from benzothiazol-2-yl and oxazol-2-yl-substituted 1,3-diket...

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Scheme 5: Synthesis of meta-substituted aniline from isoxazol-3-yl-substituted 1,3-diketone 1e. Conditions B: ...

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Figure 3: Scope of functionalized amines in three-component condensation. Conditions A: 1a,b,h,i (0.2–0.5 mmo...

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Scheme 6: Proposed mechanism for the formation of meta-substituted anilines 3 via three-component benzannulat...

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Published 02 Sep 2024

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