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Bioorg Med Chem Lett. 2007 Mar 15;17(6):1784-7. doi: 10.1016/j.bmcl.2006.12.045. Epub 2006 Dec 21.
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Synthesis and antitrichinellosis activity of some 2-substituted-[1,3]thiazolo[3,2-a]benzimidazol-3(2H)-ones.某些2-取代-[1,3]噻唑并[3,2-a]苯并咪唑-3(2H)-酮的合成及其抗旋毛虫病活性
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Synthesis and potent antibacterial activity against MRSA of some novel 1,2-disubstituted-1H-benzimidazole-N-alkylated-5-carboxamidines.一些新型1,2-二取代-1H-苯并咪唑-N-烷基化-5-甲脒的合成及其对耐甲氧西林金黄色葡萄球菌的强效抗菌活性
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Synthesis and potent antimicrobial activity of some novel methyl or ethyl 1H-benzimidazole-5-carboxylates derivatives carrying amide or amidine groups.一些带有酰胺或脒基的新型1H-苯并咪唑-5-羧酸甲酯或乙酯衍生物的合成及其强大的抗菌活性
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Dicationic biphenyl benzimidazole derivatives as antiprotozoal agents.作为抗原生动物剂的双阳离子联苯苯并咪唑衍生物。
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Synthesis, X-ray crystal structures, stabilities, and in vitro cytotoxic activities of new heteroarylacrylonitriles.新型杂芳基丙烯腈的合成、X射线晶体结构、稳定性及体外细胞毒性活性
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Synthesis and biological evaluations of novel benzimidazoles as potential antibacterial agents.新型苯并咪唑类作为潜在抗菌剂的合成及生物学评价
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新型苯并咪唑基取代丙烯腈和脒基取代苯并咪唑并[1,2-a]喹啉的合成

Synthesis of novel benzimidazolyl-substituted acrylonitriles and amidino-substituted benzimidazo[1,2-a]quinolines.

作者信息

Hranjec Marijana, Karminski-Zamola Grace

机构信息

Department of Organic Chemistry, Faculty of Chemical Engineering and Technology, Marulićev trg 20, HR-10000 Zagreb, Croatia.

出版信息

Molecules. 2006 Aug 13;12(8):1817-28. doi: 10.3390/12081817.

DOI:10.3390/12081817
PMID:17960071
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6149095/
Abstract

A series of novel benzimidazole derivatives 3-10 were synthesized. Benzimidazolyl-substituted acrylonitriles 3 and 4 underwent a photochemical dehydrocyclization reaction to give the corresponding mono- and dicyano-substituted benzimidazo[1,2-a] quinolines 5 and 6. Pinner reaction of these compounds did not give the expected mono- and diamidines, but rather only compounds 7-10, with amido groups at 6-position were isolated. A mechanism for the reaction is proposed. Acyclic compounds 3 and 4, as well as cyclic benzimidazo[1,2-a]quinolines 5-8, exhibit interesting spectroscopic properties and are potential biologically active compounds.

摘要

合成了一系列新型苯并咪唑衍生物3-10。苯并咪唑基取代的丙烯腈3和4发生光化学脱氢环化反应，生成相应的单氰基和二氰基取代的苯并咪唑并[1,2-a]喹啉5和6。这些化合物的平纳反应并未得到预期的单脒和二脒，而是仅分离出了在6位带有酰胺基的化合物7-10。提出了该反应的机理。无环化合物3和4以及环状苯并咪唑并[1,2-a]喹啉5-8表现出有趣的光谱性质，是潜在的生物活性化合物。