Affiliation:
1. School of Pharmaceutical Sciences South-Central Min Zu University Wuhan 430074 P. R. China
2. Department of Chemistry and Chemical Engineering Hunan Institute of Science and Technology Yueyang 414000 P. R. China
Abstract
AbstractA palladium catalyzed decarboxylative [4+2] cycloaddition of vinyl benzoxazinanones with 2‐arylidene indan‐1,3‐dione has been established, which afford a series of bioactive spiro‐tetrahydroquinolines (27 examples) in moderate to good yield (up to 87 %) with high diastereoselectivities. The synthetic utility of this reaction was demonstrated by gram‐scale synthesis. Compounds synthesized by this method potently inhibited proliferation in a panel of cancer cell lines. Particularly, the most potent compounds 3 ae, 3 ah, 3 aj and 3 fa displayed selective inhibition of MDA‐MB‐231 breast carcinoma cells with IC50 values of 1.292, 0.6118, 0.6558, 1.656 and 2.215 μM, respectively.
Funder
National Natural Science Foundation of China
Subject
Organic Chemistry,Physical and Theoretical Chemistry