Journal
ORGANIC LETTERS
Volume 19, Issue 20, Pages 5673-5676Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b02838
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Funding
- SERB [SERB/CHM/2015202]
- BRNS [BRNS/CHM/2014118]
- UGC, New Delhi
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An efficient strategy toward 4-arylquinolines and 4-arylpyrimidines from readily available precursors is described. Oxidative annulation promoted by K2S2O8 involving anilines, aryl ketones, and DMSO as a methine (=CH-) equivalent leads to 4-arylquinolines via a cascade that entails generation of a sulfenium ion, subsequent C-N and C-C bond formations, and cyclization. The application of this strategy to the activation of acetophenoneformamide conjugates toward the synthesis of 4-arylpyrimidines is also described.
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