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Synfacts 2010(4): 0403-0403
DOI: 10.1055/s-0029-1219500
DOI: 10.1055/s-0029-1219500
Synthesis of Heterocycles
© Georg Thieme Verlag
Stuttgart ˙ New York
Synthesis of Substituted Quinolines from 2-Alkynylanilines
C. Peng, Y. Wang, L. Liu, H. Wang, J. Zhao, Q. Zhu*
Guangzhou Institute of Biomedicine and Health, P. R. of China
Further Information
Publication History
Publication Date:
22 March 2010 (online)
Significance
The p-toluenesulfonic acid promoted annulations of 2-alkynylanilines 1 with ketones 2 leading to 4-alkyl-2,3-disubstituted quinolines 3 in modest to excellent yields is reported. The conditions as shown are optimal. The studies indicate that activated ketones 2 (R³ = CO2Et, COMe, 4-Ts, CONH2, CN, N-CO-morpholinyl) gave good yields of products, while unactivated ketones, such as acetophenone, failed.