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