Journal
ORGANIC LETTERS
Volume 23, Issue 6, Pages 2178-2182Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c00337
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Funding
- SERB [EMR/2017/005028]
- UGC
- DSK-PDF
- CSIR
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The N-heterocyclic carbene-catalyzed tandem Stetter-aldol reactions of phthalaldehyde and alpha,beta-unsaturated ketimines yielded functionalized naphthalen-1(2H)-one derivatives as [4+2] annulation products, while the reactions of aldimines resulted in the formation of isoquinoline derivatives instead of the expected indanone derivatives as [4+1] annulation products, showcasing a novel synthetic strategy.
N-Heterocyclic carbene-catalyzed tandem Stetteraldol reaction of phthalaldehyde and alpha,beta-unsaturated ketimines has been developed to afford functionalized naphthalen-1(2H)-one derivatives as the formal [4+2] annulation product. Interestingly, the reaction of aldimines led to the formation of isoquinoline derivatives instead of the expected indanone derivatives as a [4+1] annulation product.
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