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Oxazolinyl‐Assisted Ru(II)‐Catalyzed C−H Functionalization Based on Carbene Migratory Insertion: A One‐Pot Three‐Component Cascade Cyclization
Author(s) -
Kumar Gangam Srikanth,
Khot Nandkishor Prakash,
Kapur Manmohan
Publication year - 2019
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201801362
Subject(s) - chemistry , surface modification , carbene , diazo , cascade , ruthenium , combinatorial chemistry , catalysis , ring (chemistry) , migratory insertion , cascade reaction , transformation (genetics) , component (thermodynamics) , stereochemistry , medicinal chemistry , organic chemistry , biochemistry , physics , thermodynamics , chromatography , gene
A rare, ruthenium‐catalyzed, oxazolinlyl assisted C−H functionalization and three‐component cascade cyclization for the synthesis of isoquinolinones via a metal‐carbene migratory insertion is reported. The transformation is unique since it involves the formation of multiple bonds in one pot via C−H functionalization and ring opening of oxazolines. Detailed mechanistic investigations reveal interesting insights on the mode of transformation, involving reversible C−H activation, migratory insertion of the diazo compound and cascade cyclization as the key step of the transformation.