Palladium-Catalyzed Tandem Cyclization of Functional Diarylalkynes and Isocyanides for the Assembly of Isochromeno[4,3-]quinolines.

J Org Chem

Key Laboratory of Functional Molecular Engineering of Guangdong Province, State Key Laboratory of Luminescent Materials and Devices, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, China.

Published: December 2024

A novel strategy for the synthesis of various isochromeno[4,3-]quinolines via palladium-catalyzed tandem cyclization of functional diarylalkynes with isocyanides has been developed. This approach features excellent chemo- and regioselectivities as well as good functional group tolerance. Notably, 6-phenylimino-6-isochromeno[4,3-]quinolin-11-amines and 11-amino-6-isochromeno[4,3-]quinolin-6-ones can be selectively constructed by employing different protecting groups of functional diarylalkynes. The gram-scale and late-stage modifications further demonstrate the synthetic value of this method.

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.joc.4c02142DOI Listing

Publication Analysis

Top Keywords

functional diarylalkynes
12
palladium-catalyzed tandem
8
tandem cyclization
8
cyclization functional
8
diarylalkynes isocyanides
8
functional
4
isocyanides assembly
4
assembly isochromeno[43-]quinolines
4
isochromeno[43-]quinolines novel
4
novel strategy
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!