Synthesis of 5,6-dihydroquinolines and succinates via the reaction of α,α-dicyanoolefins and acetylenic esters in a ratio of 2:1
Synthesis of 5,6-dihydroquinolines and succinates via the reaction of α,α-dicyanoolefins and acetylenic esters in a ratio of 2:1
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DOI：
10.1016/j.tet.2015.08.033
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发表时间：
2015-10-14
期刊：
影响因子：
2.1
通讯作者：
Dusek, Michal
中科院分区：
文献类型：
--
作者：
Alizadeh, Abdolali;Hosseini, Seyed Yasub;Dusek, Michal
描述了一种在Et 3 N存在下通过简单混合两当量的无环α，α-二氰基烯烃和一当量的炔属酯来合成5，6-二氢喹啉的一锅收敛方法。在该操作中产生了三个新的C-C键和一个C-N键。在相同的反应中，环状α，α-二氰基烯烃导致琥珀酸酯的形成。5，6-二氢喹啉的进一步水解和脱羧导致喹啉。(c)2015爱思唯尔有限公司版权所有。
A one-pot, convergent method for the synthesis of 5,6-dihydroquinolines by simple mixing of two equivalents of acyclic alpha,alpha-dicyanoolefins and one equivalent of acetylenic ester in the presence of Et3N is described. Three new C-C and one C-N bonds are created in this operation. In the same reaction, cyclic a,a-dicyanoolefins led to the formation of succinates. Further hydrolysis and decarboxylation of 5,6-dihydroquinoline led to quinoline. (c) 2015 Elsevier Ltd. All rights reserved.