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Regio- and diastereoselective synthesis of N -substituted 2-acyl-3-aryl-3,5-dihydrofuro[3,2- c ]pyridin-4(2 H )-ones
Chemistry of Heterocyclic Compounds ( IF 1.4 ) Pub Date : 2020-12-03 , DOI: 10.1007/s10593-020-02832-z
Evgeny А. Kvetkin , Dmitry V. Osipov , Pavel E. Krasnikov , Vitaly А. Osyanin , Yuri N. Klimochkin

The three-component condensation of pyridinium acylmethylides generated in situ with aromatic aldehydes and 4-hydroxy-6-methylpyridones gave a series of 2-acyl-3-aryl-3,5-dihydrofuro[3,2-c]pyridin-4(2H)-ones. The reaction proceeds diastereoselectively with the formation of trans-isomers and represents a cascade process involving the Knoevenagel condensation, the carbo-Michael reaction, and intramolecular nucleophilic substitution.



中文翻译:

N-取代的2-酰基-3-芳基-3,5-二氢呋喃[3,2-c]吡啶-4(2 H)-ones的区域和非对映选择性合成

与芳族醛和4-羟基-6-甲基吡啶酮原位生成的吡啶鎓甲基吡啶的三组分缩合反应生成一系列2-酰基-3-芳基-3,5-二氢呋喃[3,2 - c ]吡啶-4( 2 H)-一。该反应非对映选择性地进行,形成反式异构体,代表级联过程,涉及Knoevenagel缩合,碳-迈克尔反应和分子内亲核取代。

更新日期:2020-12-03
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