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RhII-Catalyzed Cycloaddition of α-Diazo Homophthalimides and Nitriles Delivers Oxazolo[5,4-c]isoquinolin-5(4H)-one Scaffold. / Kantin, Grigory; Dar'in, Dmitry; Krasavin, Mikhail.

In: European Journal of Organic Chemistry, Vol. 2018, No. 35, 23.09.2018, p. 4857-4859.

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@article{1f1c3b8e0d8847ecb8ec8ac11498ebae,
title = "RhII-Catalyzed Cycloaddition of α-Diazo Homophthalimides and Nitriles Delivers Oxazolo[5,4-c]isoquinolin-5(4H)-one Scaffold",
abstract = "Homophthalimides underwent facile diazo transfer reactions and the resulting diazo homophthalimides entered cycloaddition reactions with nitriles catalyzed by Rh2(OAc)4. The latter reaction represents the first example of 1,3-oxazole synthesis involving nitrile cycloaddition to an α-diazocarbonyl moiety incorporated in a heterocyclic system. The resulting oxazolo[5,4-c]isoquinolin-5(4H)-one scaffold represents a hitherto not described structural analog of an important cluster of tricyclic ring systems for drug design.",
keywords = "Cycloaddition, Diazo transfer, Homophthalimides, Isosteres, Metal carbene species, Tricyclic scaffold",
author = "Grigory Kantin and Dmitry Dar'in and Mikhail Krasavin",
year = "2018",
month = sep,
day = "23",
doi = "10.1002/ejoc.201800955",
language = "English",
volume = "2018",
pages = "4857--4859",
journal = "European Journal of Organic Chemistry",
issn = "1434-193X",
publisher = "Wiley-Blackwell",
number = "35",

}

RIS

TY - JOUR

T1 - RhII-Catalyzed Cycloaddition of α-Diazo Homophthalimides and Nitriles Delivers Oxazolo[5,4-c]isoquinolin-5(4H)-one Scaffold

AU - Kantin, Grigory

AU - Dar'in, Dmitry

AU - Krasavin, Mikhail

PY - 2018/9/23

Y1 - 2018/9/23

N2 - Homophthalimides underwent facile diazo transfer reactions and the resulting diazo homophthalimides entered cycloaddition reactions with nitriles catalyzed by Rh2(OAc)4. The latter reaction represents the first example of 1,3-oxazole synthesis involving nitrile cycloaddition to an α-diazocarbonyl moiety incorporated in a heterocyclic system. The resulting oxazolo[5,4-c]isoquinolin-5(4H)-one scaffold represents a hitherto not described structural analog of an important cluster of tricyclic ring systems for drug design.

AB - Homophthalimides underwent facile diazo transfer reactions and the resulting diazo homophthalimides entered cycloaddition reactions with nitriles catalyzed by Rh2(OAc)4. The latter reaction represents the first example of 1,3-oxazole synthesis involving nitrile cycloaddition to an α-diazocarbonyl moiety incorporated in a heterocyclic system. The resulting oxazolo[5,4-c]isoquinolin-5(4H)-one scaffold represents a hitherto not described structural analog of an important cluster of tricyclic ring systems for drug design.

KW - Cycloaddition

KW - Diazo transfer

KW - Homophthalimides

KW - Isosteres

KW - Metal carbene species

KW - Tricyclic scaffold

UR - http://www.scopus.com/inward/record.url?scp=85053023861&partnerID=8YFLogxK

U2 - 10.1002/ejoc.201800955

DO - 10.1002/ejoc.201800955

M3 - Article

AN - SCOPUS:85053023861

VL - 2018

SP - 4857

EP - 4859

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

SN - 1434-193X

IS - 35

ER -

ID: 34631915