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Reductive Knoevenagel Condensation with the Zn–AcOH System
Synthesis ( IF 2.2 ) Pub Date : 2020-10-29 , DOI: 10.1055/s-0040-1705940
Ekaterina M. Budynina , Konstantin L. Ivanov , Mikhail Ya. Melnikov


Abstract

An efficient gram-scale one-pot approach to 2-substituted malonates and related structures is developed, starting from commercially available aldehydes and active methylene compounds. The technique combines Knoevenagel condensation with the reduction of the C=C bond in the resulting activated alkenes with the Zn–AcOH system. The relative ease with which the C=C bond reduction occurs can be traced to the accepting abilities of the substituents in the intermediate arylidene malonates.



Publication History

Received: 21 May 2020

Accepted after revision: 16 September 2020

Publication Date:
29 October 2020 (online)

© 2020. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany



中文翻译:

Zn-AcOH体系的还原性Knoevenagel冷凝


摘要

从可商购的醛和活性亚甲基化合物开始,开发了一种有效的克级一锅法制备2-取代的丙二酸酯和相关结构。该技术结合了Knoevenagel缩合与Zn-AcOH系统中所得活化烯烃中C = C键的还原。发生C = C键还原的相对容易性可以追溯到中间亚芳基丙二酸酯中取代基的接受能力。



出版历史

收到:2020年5月21日

修订后接受:2020年9月16日

发布日期:
2020年10月29日(在线)

©2020年。Thieme。版权所有

Georg Thieme Verlag
KGRüdigerstraße14,70469斯图加特,德国

更新日期:2020-10-30
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