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Unusual highly diastereoselective Rh(II)-catalyzed dimerization of 3-diazo-2-arylidenesuccinimides provides access to a new dibenzazulene scaffold. / Vepreva, Anastasia; Bunev, Alexander S.; Kudinov, Andrey Yu; Kantin, Grigory; Krasavin, Mikhail; Dar’in, Dmitry.

в: Beilstein Journal of Organic Chemistry, Том 18, 11.05.2022, стр. 533-538.

Результаты исследований: Научные публикации в периодических изданияхстатьяРецензирование

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Vepreva, Anastasia ; Bunev, Alexander S. ; Kudinov, Andrey Yu ; Kantin, Grigory ; Krasavin, Mikhail ; Dar’in, Dmitry. / Unusual highly diastereoselective Rh(II)-catalyzed dimerization of 3-diazo-2-arylidenesuccinimides provides access to a new dibenzazulene scaffold. в: Beilstein Journal of Organic Chemistry. 2022 ; Том 18. стр. 533-538.

BibTeX

@article{fa5dd9f1f58f4ba69c7a68dc3a5c8dec,
title = "Unusual highly diastereoselective Rh(II)-catalyzed dimerization of 3-diazo-2-arylidenesuccinimides provides access to a new dibenzazulene scaffold",
abstract = "Formation of unusual unsymmetrical dimers or/and indenes via Rh2(esp)2-catalyzed decomposition of 3-diazo-2-arylidenesuccin-imides has been investigated. The reaction proceeded under mild conditions, and its result was shown to strongly depend on the nature of the substituents in the diazo substrate. The new reaction provides access to dibenzoazulenodipyrrole and indenopyrrole derivatives in moderate to high yield. Dibenzoazulenodipyrroles bearing alkyl substituents at the nitrogen atom showed pronounced cytotoxocity against the A549 human lung adenocarcinoma cell line while N-aryl analogs were non-cytotoxic.",
keywords = "diazo arylidene succinimides, dibenzoazulenodipyrroles, indenopyrroles, Rh(esp)-catalyzed decomposition, unsymmetrical dimers",
author = "Anastasia Vepreva and Bunev, {Alexander S.} and Kudinov, {Andrey Yu} and Grigory Kantin and Mikhail Krasavin and Dmitry Dar{\textquoteright}in",
note = "Publisher Copyright: {\textcopyright} 2022 Vepreva et al.",
year = "2022",
month = may,
day = "11",
doi = "10.3762/bjoc.18.55",
language = "English",
volume = "18",
pages = "533--538",
journal = "Beilstein Journal of Organic Chemistry",
issn = "1860-5397",
publisher = "Beilstein-Institut Zur Forderung der Chemischen Wissenschaften",

}

RIS

TY - JOUR

T1 - Unusual highly diastereoselective Rh(II)-catalyzed dimerization of 3-diazo-2-arylidenesuccinimides provides access to a new dibenzazulene scaffold

AU - Vepreva, Anastasia

AU - Bunev, Alexander S.

AU - Kudinov, Andrey Yu

AU - Kantin, Grigory

AU - Krasavin, Mikhail

AU - Dar’in, Dmitry

N1 - Publisher Copyright: © 2022 Vepreva et al.

PY - 2022/5/11

Y1 - 2022/5/11

N2 - Formation of unusual unsymmetrical dimers or/and indenes via Rh2(esp)2-catalyzed decomposition of 3-diazo-2-arylidenesuccin-imides has been investigated. The reaction proceeded under mild conditions, and its result was shown to strongly depend on the nature of the substituents in the diazo substrate. The new reaction provides access to dibenzoazulenodipyrrole and indenopyrrole derivatives in moderate to high yield. Dibenzoazulenodipyrroles bearing alkyl substituents at the nitrogen atom showed pronounced cytotoxocity against the A549 human lung adenocarcinoma cell line while N-aryl analogs were non-cytotoxic.

AB - Formation of unusual unsymmetrical dimers or/and indenes via Rh2(esp)2-catalyzed decomposition of 3-diazo-2-arylidenesuccin-imides has been investigated. The reaction proceeded under mild conditions, and its result was shown to strongly depend on the nature of the substituents in the diazo substrate. The new reaction provides access to dibenzoazulenodipyrrole and indenopyrrole derivatives in moderate to high yield. Dibenzoazulenodipyrroles bearing alkyl substituents at the nitrogen atom showed pronounced cytotoxocity against the A549 human lung adenocarcinoma cell line while N-aryl analogs were non-cytotoxic.

KW - diazo arylidene succinimides

KW - dibenzoazulenodipyrroles

KW - indenopyrroles

KW - Rh(esp)-catalyzed decomposition

KW - unsymmetrical dimers

UR - http://www.scopus.com/inward/record.url?scp=85132219144&partnerID=8YFLogxK

UR - https://www.mendeley.com/catalogue/4897fc38-d86a-3ca8-94a0-52f297d94a6f/

U2 - 10.3762/bjoc.18.55

DO - 10.3762/bjoc.18.55

M3 - Article

AN - SCOPUS:85132219144

VL - 18

SP - 533

EP - 538

JO - Beilstein Journal of Organic Chemistry

JF - Beilstein Journal of Organic Chemistry

SN - 1860-5397

ER -

ID: 97069834