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2 article(s) from Mishnev, Anatoly

Regioselective quinazoline C2 modifications through the azide–tetrazole tautomeric equilibrium

Dāgs Dāvis Līpiņš,
Andris Jeminejs,
Una Ušacka,
Anatoly Mishnev,
Māris Turks and
Irina Novosjolova

Beilstein J. Org. Chem. 2024, 20, 675–683, doi:10.3762/bjoc.20.61

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Scheme 1: Approaches for quinazoline modifications at the C2 and C4 positions.

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Scheme 2: Attempts toward sulfonyl group dance using 2,4-dichloroquinazolines 1a‒c.

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Scheme 3: Synthesis of 2-chloro-6,7-dimethoxy-4-sulfonylquinazoline derivatives 8.

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Scheme 4: Alternative synthesis pathway for 2-chloro-6,7-dimethoxy-4-sulfonylquinazoline derivatives 8.

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Scheme 5: Sulfonyl group dance using 2-chloro-6,7-dimethoxy-4-sulfonylquinazolines 8.

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Scheme 6: One-pot synthesis of 4-azido-6,7-dimethoxy-2-sulfonylquinazolines 12. The crystallographic informat...

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Scheme 7: Synthesis of 2-azido-4-sulfonyl-6,7-dimethoxyquinazolines 15.

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Scheme 8: Synthesis of 6,7-dimethoxyquinazoline derivatives 16, 17a and 18.

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Scheme 9: Synthesis of 2-amino-4-azido-6,7-dimethoxyquinazolines 17.

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Scheme 10: Synthesis of terazosin and prazosin hydrochlorides 19a and 19b.

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Scheme 11: Modifications of derivatives 17.

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Published 28 Mar 2024

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1,2,3-Triazoles as leaving groups in S_NAr–Arbuzov reactions: synthesis of C6-phosphonated purine derivatives

Kārlis-Ēriks Kriķis,
Irina Novosjolova,
Anatoly Mishnev and
Māris Turks

Beilstein J. Org. Chem. 2021, 17, 193–202, doi:10.3762/bjoc.17.19

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Scheme 1: Structural diversity and synthetic methods of purinylphosphonates. MWI = microwave irradiation; LG ...

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Scheme 2: Synthetic routes for the formation of purinylphosphonates 4.

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Scheme 3: Synthesis of phosphonates 2, 7, and 8.

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Scheme 4: Synthesis of phosphonic acid monoesters 3 and 7–9 as well as phosphonic acid 10.

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Figure 1: Screenings of the rate for the ester group cleavage (conversion determined by NMR spectroscopy) in ...

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Scheme 5: Synthesis of 2,6-bistriazolylpurine derivatives 6a–i.

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Scheme 6: S_NAr–Arbuzov reaction between the bistriazolylpurines 6a–i and P(OEt)₃.

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Figure 2: Single-crystal X-ray analysis of diethyl (9-heptyl-2-(4-phenyl-1H-1,2,3-triazol-1-yl)-9H-purin-6-yl...

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Published 20 Jan 2021

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Regioselective quinazoline C2 modifications through the azide–tetrazole tautomeric equilibrium

1,2,3-Triazoles as leaving groups in SNAr–Arbuzov reactions: synthesis of C6-phosphonated purine derivatives

1,2,3-Triazoles as leaving groups in S_NAr–Arbuzov reactions: synthesis of C6-phosphonated purine derivatives