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2,3-二氢-4-吡啶酮的区域选择性C5-烷基化和C5-甲基氨基甲酸酯形成以及4-(吡咯烷-1-基)呋喃-2(5)-酮的C3-烷基化和C3-甲基氨基甲酸酯形成。

Regioselective C5-alkylation and C5-methylcarbamate formation of 2,3-dihydro-4-pyridones and C3-alkylation and C3-methylcarbamate formation of 4-(pyrrolidin-1-yl)furan-2(5)-one.

作者信息

Gu Xingxian, Georg Gunda I

机构信息

Department of Medicinal Chemistry, University of Kansas, Lawrence, KS 66045 ; Department of Medicinal Chemistry and Institute for Therapeutics Discovery and Development, University of Minnesota, 717 Delaware Street SE, Minneapolis, Minnesota 55414, USA.

Department of Medicinal Chemistry and Institute for Therapeutics Discovery and Development, University of Minnesota, 717 Delaware Street SE, Minneapolis, Minnesota 55414, USA.

出版信息

Tetrahedron Lett. 2015 Oct 21;56(43):5874-5877. doi: 10.1016/j.tetlet.2015.09.004.

Abstract

Reactions of -alkyl-2,3-dihydro-4-pyridones and 4-(pyrrolidin-1-yl)furan-2(5)-one with aldehydes and triethylsilane in a one-flask procedure provided C5 and C3 alkylated derivatives, respectively. Mannich-type reactions with formaldehyde and carbamates in the presence of lithium perchlorate furnished C5/C3 methylcarbamates.

摘要

在单瓶操作中,-烷基-2,3-二氢-4-吡啶酮和4-(吡咯烷-1-基)呋喃-2(5)-酮与醛和三乙基硅烷反应,分别得到C5和C3烷基化衍生物。在高氯酸锂存在下,与甲醛和氨基甲酸酯发生曼尼希型反应,生成C5/C3甲基氨基甲酸酯。

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