Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 361, Issue 1, Pages 73-78Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201801362
Keywords
C-H functionalization; carbene-migratory insertion; ruthenium-carbene; multicomponent reaction; isoquinolinone
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Funding
- SERB-India [EMR/2016/004298/OC]
- CSIR-India [02(205)/14/EMR-II]
- CSIR-India
- IISER Bhopal
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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.
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