Annulation of m-Substituted Aromatic Ketones with Diphenylacetylene Catalyzed by Ruthenium: A Reliable Route to Substituted Naphthalene Derivatives
Y. Cuib, R. Wanga, C. Yangb, A. Wangb, Y. Jinga, and S. Zhanga, *
aGuangxi Key Lab of Agricultural Resources Chemistry and Biotechnology, School of Chemistry and Food Science, Yulin Normal University, Guangxi Yulin, 537000 China
bCollege of Environment and Chemical Engineering, Dalian University, Liaoning Dalian, 116600 China
email: *shujiazhang@163.com
Received 25 October, 2022
Abstract—
The Ru-catalyzed annulation reaction of m-substituted aromatic ketones with diphenylacetylene to prepare polysubstituted naphthalene derivatives was reported. m-Substituted aromatic ketones have two different ortho C–H bonds; the experimental results and theoretical calculation both illustrate that m-substituted aromatic ketones use less hindered C–H bond to participate in the cyclization. The method has the advantages of forming two new carbon-carbon bonds in one single step, wide substrates tolerance, and mild reaction conditions.
Keywords:
naphthalene derivatives,
annulation,
ruthenium-catalyzed reactions,
m-substituted aromatic ketones,
C–H bond functionalization
DOI: 10.1134/S107036322212043X