期刊
TETRAHEDRON
卷 60, 期 31, 页码 6533-6539出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2004.06.007
关键词
hypervalent iodine; quinolinones; pyrrolidinones; N-acylnitrenium; PIFA
A series of N-methoxy- and N-para-methoxyphenylacetamides simultaneously substituted at the U position by a benzyl and an allyl group have been treated with phenyliodine(III)bis(trifluoroacetate) to generate stabilized N-acylnitrenium intermediates. It has been observed that. when starting from N-methoxy substituted amides, such intermediates are intramolecularly trapped by nucleophilic arene rings to render the quinolinone skeleton. Alternatively, under the same reaction conditions, N-para-methoxyphenylamides afford pyrrolidinone IF derivatives through an olefin amidohydroxylation process. (C) 2004 Elsevier Ltd. All fights reserved.
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