Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 12, Pages 3201-3205Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201610657
Keywords
1,3-dienes; C-H functionalization; pyridination; selenium catalysis; synthetic methods
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Funding
- Sun Yat-Sen University
- One Thousand Youth Talents Program of China
- Natural Science Foundation of Guangdong Province [2014A030312018]
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An efficient approach for organoselenium-catalyzed regioselective C-H pyridination of 1,3-dienes to form pyridinium salts has been developed. This method was also successfully applied to direct C-H pyridination of alkenes. Fluoropyridinium reagents, or initially loaded pyridine derivatives, acted as pyridine sources in the pyridination reactions. The obtained pyridinium salts could be further converted under different conditions. This work is the first example of catalytic C-2 direct C-H functionalization of 1,3-dienes and the first case of organoselenium-catalyzed C-H pyridination.
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