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Straightforward Route to gamma-Sultams via Novel Tandem S-N/Michael Addition. / Klochkova, Anastasiia; Bubyrev, Andrey; Dar'in, Dmitry; Bakulina, Olga; Krasavin, Mikhail; Sokolov, Viktor.

In: Synthesis, 29.12.2020.

Research output: Contribution to journal › Article › peer-review

Harvard

Klochkova, A, Bubyrev, A, Dar'in, D, Bakulina, O, Krasavin, M & Sokolov, V 2020, 'Straightforward Route to gamma-Sultams via Novel Tandem S-N/Michael Addition', Synthesis. https://doi.org/10.1055/a-1343-9451

APA

Klochkova, A., Bubyrev, A., Dar'in, D., Bakulina, O., Krasavin, M., & Sokolov, V. (2020). Straightforward Route to gamma-Sultams via Novel Tandem S-N/Michael Addition. Synthesis. https://doi.org/10.1055/a-1343-9451

Vancouver

Klochkova A, Bubyrev A, Dar'in D, Bakulina O, Krasavin M, Sokolov V. Straightforward Route to gamma-Sultams via Novel Tandem S-N/Michael Addition. Synthesis. 2020 Dec 29. https://doi.org/10.1055/a-1343-9451

Author

Klochkova, Anastasiia ; Bubyrev, Andrey ; Dar'in, Dmitry ; Bakulina, Olga ; Krasavin, Mikhail ; Sokolov, Viktor. / Straightforward Route to gamma-Sultams via Novel Tandem S-N/Michael Addition. In: Synthesis. 2020.

BibTeX

@article{2f0e516ddb3e4637b208cdf7f58c1e99,
title = "Straightforward Route to gamma-Sultams via Novel Tandem S-N/Michael Addition",
abstract = "A novel tandem approach to trisubstituted gamma-sultams has been developed involving N-alkylation of methanesulfonanilides with EWG-substituted allyl bromides followed by intramolecular Michael addition. A series of various isothiazolidine 1,1-dioxides have been prepared under mild transition-metal-free conditions in high yields and trans-diastereoselectivity (confirmed by X-ray crystallography). The dependence of reactivity on electronic properties of substrates has been investigated.",
keywords = "sultam, isothiazolidine, tandem, nucleophilic substitution, Michael addition, cyclic sulfonamide, allyl bromide, stereoselective, SULFONAMIDES, DESIGN",
author = "Anastasiia Klochkova and Andrey Bubyrev and Dmitry Dar'in and Olga Bakulina and Mikhail Krasavin and Viktor Sokolov",
year = "2020",
month = dec,
day = "29",
doi = "10.1055/a-1343-9451",
language = "Английский",
journal = "Synthesis",
issn = "0039-7881",
publisher = "Georg Thieme Verlag",

}

RIS

TY - JOUR

T1 - Straightforward Route to gamma-Sultams via Novel Tandem S-N/Michael Addition

AU - Klochkova, Anastasiia

AU - Bubyrev, Andrey

AU - Dar'in, Dmitry

AU - Bakulina, Olga

AU - Krasavin, Mikhail

AU - Sokolov, Viktor

PY - 2020/12/29

Y1 - 2020/12/29

N2 - A novel tandem approach to trisubstituted gamma-sultams has been developed involving N-alkylation of methanesulfonanilides with EWG-substituted allyl bromides followed by intramolecular Michael addition. A series of various isothiazolidine 1,1-dioxides have been prepared under mild transition-metal-free conditions in high yields and trans-diastereoselectivity (confirmed by X-ray crystallography). The dependence of reactivity on electronic properties of substrates has been investigated.

AB - A novel tandem approach to trisubstituted gamma-sultams has been developed involving N-alkylation of methanesulfonanilides with EWG-substituted allyl bromides followed by intramolecular Michael addition. A series of various isothiazolidine 1,1-dioxides have been prepared under mild transition-metal-free conditions in high yields and trans-diastereoselectivity (confirmed by X-ray crystallography). The dependence of reactivity on electronic properties of substrates has been investigated.

KW - sultam

KW - isothiazolidine

KW - tandem

KW - nucleophilic substitution

KW - Michael addition

KW - cyclic sulfonamide

KW - allyl bromide

KW - stereoselective

KW - SULFONAMIDES

KW - DESIGN

U2 - 10.1055/a-1343-9451

DO - 10.1055/a-1343-9451

M3 - статья

JO - Synthesis

JF - Synthesis

SN - 0039-7881

ER -

ID: 73583451