Journal
SYNLETT
Volume 25, Issue 5, Pages 608-614Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0033-1340549
Keywords
arynes; multicomponent reaction; quinolines; pyridines; oxindoles
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Funding
- CSIR-NCL [MLP022426]
- CSIR-New Delhi (Network project-ORIGIN) [CSC0108]
- CSIR-OSDD [HCP0001]
- CSIR-New Delhi
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Transition-metal-free multicomponent reactions involving arynes, N-heterocycles, and various carbonyl compounds have been reported. With (iso)quinoline as the nucleophile and carbonyl compounds, such as aldehydes, ketones, and N-substituted isatins as electrophiles, the reaction afforded oxazino (iso)quinoline derivatives and the reaction proceeded via 1,4-dipolar intermediates. Interestingly, when the nucleophilic trigger used is pyridine, the reaction furnished indolin-2-one derivatives, and it is probable that the reaction proceeds via a pyridylidene intermediate.
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