Formation of zwitterionic salts via three-component reaction of benzimidazolium bromide, aromatic al

来源 :中国化学会第十三届全国有机合成化学学术研讨会 | 被引量 : 0次 | 上传用户:zaodt
下载到本地 , 更方便阅读
声明 : 本文档内容版权归属内容提供方 , 如果您对本文有版权争议 , 可与客服联系进行内容授权或下架
论文部分内容阅读
  2-Arylidene-1,3-indane-diones are highly reactive α,β-unsaturated carbonyl compounds and have been extensively used as 1,3-dipolarophiles,dienophiles and active alkenes in many cycloaddition,Michael addition and condensation reactions.There have been some reports about the cycloaddition reaction of heterocyclic nitrogen ylides with 2-arylidene-1,3-indanediones to give spiro[cyclopropane-1,2-inden]-1,3-diones,dihydroindeno[1,2-b]furans and spiro[benzo[d]pyrrolo[2,1-b]thiazole-3,2-indenes].1 However,we found that three-component reaction of N-butyl-N-phenacylbenzimidazolium bromide,aromatic aldehydes and 1,3-indanedione in ethanol in the presence of triethylamine as base catalyst resulted in the unusual charge-separated zwitterionic salts in good yields.Furthermore,1H NMR spectra and single crystal structures indicated that the zwitterionic salts usually exist in two kinds of conformation isomers due to hindered interconvert of the different conformations.
其他文献
Over the past decade,the organocatalytic enantioselective nitro-Michael addition of ketones or aldehydes to nitroolefins has become an important and powerful tool for the stereocontrolled formation of
吲哚类生物碱具有良好的药理活性,本文利用课题组自主开发的手性螺环磷酸催化剂,通过底物的巧妙设计、反应参数的优化,发展了一种高效的不对称催化Friedel-Crafts烷基化反应合成含三氟甲基与吲哚基的季立体中心的新型β-咔啉生物碱的方法,以良好产率和高对映选择性得到了一系列的新颖化合物,并提出了一种可能的三氢键导向的对映选择性组装的机理。
The β-enamino esters,which were easily generated in situ from addition of arylamines to electron-deficient alkynes,have widely used as convenient building blocks for synthesis of heterocyclic compound
Pyridines are privileged structural motifs as an important class of six-membered containing nitrogen heterocycles which are widely found in numerous natural products,pharmaceuticals,agrochemicals,elec
Furan derivatives are valuable structural motifs as an important class of five-membered containing oxygen heterocycles in both naturally occurring and artificial compounds with their diverse and poten
As a privileged scaffold,dibenzoazepine,a special type of heterocycles with two benzene rings fused to different positions of an azepine group,is used to derive pharmaceutical agents with various phar
Nucleoside drugs play an significance role in the treatment of viral diseases[1-3].Deazapurine nucleosides are animportant class of nucleoside analogues,which have similar structure to natural purine
The reaction of primary aromatic amines to electron-deficient alkynes quickly generated β-enamino esters,which have emerged as a one of powerful and efficient tools for the synthesis of structurally d
曲西立滨(TCN)作为一种三环核苷化合物,Scram和Townsend于1971年完成了其首次合成[1]。水溶性前体药物5,-单磷酸曲西立滨(TCN-P)在对它们进行初步测试时,发现它们作为抗肿瘤剂具有良好的潜力,曲西立滨会抑制人前列腺癌PC-3细胞系中的Akt 308位的酸和473位丝氨酸的磷酸化以及Akt的活性。曲西立滨的合成最初是以丰加霉素为原料来进行合成,虽然现在已经有相关合成丰加霉素的方
The spirooxindole core is a privileged heterocyclic ring system that is featured in a large number of bioactive naturally occurring alkaloids and medicinally relevant compounds.The past few years have