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1 article(s) from Amosova, Svetlana V

Regio- and stereoselective synthesis of new ensembles of diversely functionalized 1,3-thiaselenol-2-ylmethyl selenides by a double rearrangement reaction

Svetlana V. Amosova,
Andrey A. Filippov,
Nataliya A. Makhaeva,
Alexander I. Albanov and
Vladimir A. Potapov

Beilstein J. Org. Chem. 2020, 16, 515–523, doi:10.3762/bjoc.16.47

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Scheme 1: Possible formation of reaction products starting from 1 via seleniranium 2 or thiiranium cations 3.

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Scheme 2: Unusual regio- and stereoselective nucleophilic reactions of thiaselenole 1 at two centers of the s...

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Scheme 3: Reactions of thiaselenole 1 with С- and S-centered nucleophiles affording new families of linear un...

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Scheme 4: The reactions of thiaselenole 1 with the formation of polyfunctionalized 2,3-dihydro-1,4-thiaseleni...

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Scheme 5: The synthesis of new 1,3-thiaselenole ensembles by reactions of thiaselenole 1 with mercapto benzaz...

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Scheme 6: The formation of product 4 via compound 5 by the reaction of thiaselenole 1 with potassium selenocy...

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Figure 1: Monitoring the reaction of thiaselenole 1 with KSeCN by ¹H NMR spectroscopy (in accordance with the...

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Scheme 7: The reaction pathway for the formation of compounds 4 and 5.

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Scheme 8: Synthesis of new ensembles of 1,3-thiaselenol-2-ylmethyl selenides 6a–l (⁷⁷Se NMR data are included...

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Scheme 9: The synthesis of vinyl selenides 7a,b through nucleophilic addition of 1,3-thiaselenol-2-ylmethylse...

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Scheme 10: One-pot synthesis of diselenide 8 from thiaselenole 1 (⁷⁷Se NMR data are included).

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Scheme 11: Synthesis of compounds 6a–j from diselenide 8.

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Published 27 Mar 2020

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