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@article{788e2de58ac6469ab4d7bbab431be15c,
title = "From Rare Reagents to Rare Products: Regiospecific Silver-Catalyzed [3+2] Cycloaddition of Aryl-, Alkyl- and Aminosulfonyl Diazomethanes with Arenediazonium Tosylates",
abstract = "The scope of silver nitrate-catalyzed cycloaddition of arenediazonium salts has been expanded to include aryl- and alkylsulfonyl diazomethanes as well as the recently introduced diazomethyl sulfonamides. The reliance on these two classes of diazo compounds led to a new synthetic approach to the rare 2-aryltetrazol-5-yl sulfones as well as to the synthesis of hitherto not described 2-aryltetrazol-5-yl sulfonamides.",
keywords = "Cycloaddition, Diazo compounds, Homogeneous catalysis, Silver, Synthetic methods, Tetrazoles, IN-SITU GENERATION, MEDICINAL CHEMISTRY, DIAZOSULFONES, TETRAZOLES, SALTS, MILD",
author = "Ekaterina Levashova and Olga Bakulina and Dmitry Dar'in and Andrey Bubyrev and Sergey Chuprun and Mikhail Krasavin",
note = "Funding Information: This research was supported by the Russian Foundation for Basic Research (project grant 18-33-20194). We thank the Research Centre for Magnetic Resonance and the Center for Chemical Analysis and Materials Research of Saint Petersburg State University Research Park for obtaining the analytical data. Publisher Copyright: {\textcopyright} 2020 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim",
year = "2020",
month = jul,
day = "23",
doi = "10.1002/ejoc.202000619",
language = "Английский",
volume = "2020",
pages = "4239--4242",
journal = "European Journal of Organic Chemistry",
issn = "1434-193X",
publisher = "Wiley-Blackwell",
number = "27",

}

RIS

TY - JOUR

T1 - From Rare Reagents to Rare Products

T2 - Regiospecific Silver-Catalyzed [3+2] Cycloaddition of Aryl-, Alkyl- and Aminosulfonyl Diazomethanes with Arenediazonium Tosylates

AU - Levashova, Ekaterina

AU - Bakulina, Olga

AU - Dar'in, Dmitry

AU - Bubyrev, Andrey

AU - Chuprun, Sergey

AU - Krasavin, Mikhail

N1 - Funding Information: This research was supported by the Russian Foundation for Basic Research (project grant 18-33-20194). We thank the Research Centre for Magnetic Resonance and the Center for Chemical Analysis and Materials Research of Saint Petersburg State University Research Park for obtaining the analytical data. Publisher Copyright: © 2020 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim

PY - 2020/7/23

Y1 - 2020/7/23

N2 - The scope of silver nitrate-catalyzed cycloaddition of arenediazonium salts has been expanded to include aryl- and alkylsulfonyl diazomethanes as well as the recently introduced diazomethyl sulfonamides. The reliance on these two classes of diazo compounds led to a new synthetic approach to the rare 2-aryltetrazol-5-yl sulfones as well as to the synthesis of hitherto not described 2-aryltetrazol-5-yl sulfonamides.

AB - The scope of silver nitrate-catalyzed cycloaddition of arenediazonium salts has been expanded to include aryl- and alkylsulfonyl diazomethanes as well as the recently introduced diazomethyl sulfonamides. The reliance on these two classes of diazo compounds led to a new synthetic approach to the rare 2-aryltetrazol-5-yl sulfones as well as to the synthesis of hitherto not described 2-aryltetrazol-5-yl sulfonamides.

KW - Cycloaddition

KW - Diazo compounds

KW - Homogeneous catalysis

KW - Silver

KW - Synthetic methods

KW - Tetrazoles

KW - IN-SITU GENERATION

KW - MEDICINAL CHEMISTRY

KW - DIAZOSULFONES

KW - TETRAZOLES

KW - SALTS

KW - MILD

UR - http://www.scopus.com/inward/record.url?scp=85087635311&partnerID=8YFLogxK

UR - https://www.mendeley.com/catalogue/fcf3fda8-3171-3ae0-93d7-a1f8be27fe2b/

U2 - 10.1002/ejoc.202000619

DO - 10.1002/ejoc.202000619

M3 - статья

VL - 2020

SP - 4239

EP - 4242

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

SN - 1434-193X

IS - 27

ER -

ID: 60767897