Journal
ORGANIC LETTERS
Volume 18, Issue 5, Pages 1194-1197Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b00326
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Funding
- National Natural Science Foundation of China [21272183, 21472147]
- Fund of Raising Stars of Shanxi Province [20121gXX-26]
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A novel and efficient iron-catalyzed cyclization of ketoxime carboxylates and N,N-dialkylanilines for the modular synthesis of diverse pyridines was developed. The reaction was initiated by Fe-catalyzed N-O bond cleavage of ketoxime carboxylates in the presence of tertiary anilines. The methylene carbon on N,N-dialkylanilines functioned as a source of one-carbon synthon in the reaction. The reaction used readily available starting materials, tolerated various functional groups, and afforded 2,4-disubstituted and 2,4,6-trisubstituted pyridines in good to high yields under mild conditions.
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