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NHC-Mediated Stetter-Aldol and Imino-Stetter-Aldol Domino Cyclization to Naphthalen-1(2H)-ones and Isoquinolines

Authors :
Barman, Debabrata
Ghosh, Tanmoy
Show, Krishanu
Debnath, Sudipto
Ghosh, Tapas
Maiti, Dilip K.
Source :
Organic Letters; 20210101, Issue: Preprints
Publication Year :
2021

Abstract

N-Heterocyclic carbene-catalyzed tandem Stetter-aldol reaction of phthalaldehyde and α,β-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.

Details

Language :
English
ISSN :
15237060 and 15237052
Issue :
Preprints
Database :
Supplemental Index
Journal :
Organic Letters
Publication Type :
Periodical
Accession number :
ejs55593636
Full Text :
https://doi.org/10.1021/acs.orglett.1c00337