The cyclization order of the difunctional 1,2-diphenylethynes was precisely tuned under the catalysis of gold by changing the nitrogen substitution of the substrates, leading to the facile preparation of benzo[a]carbazole and indeno[1,2-c]quinoline derivatives. The mechanisms of these domino cyclizations were probed by control experiments, and an insight into the selectivity of the cyclization was gained by density functional theory (DFT) calculations. This research represents a unified and common method to access benzo[a]carbazoles and indeno[1,2-c]quinolines.

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.orglett.7b01358DOI Listing

Publication Analysis

Top Keywords

access benzo[a]carbazoles
8
benzo[a]carbazoles indeno[12-c]quinolines
8
difunctional 12-diphenylethynes
8
indeno[12-c]quinolines goldi-catalyzed
4
goldi-catalyzed tunable
4
tunable domino
4
domino cyclization
4
cyclization difunctional
4
12-diphenylethynes cyclization
4
cyclization order
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!