Mucochloric acid: a useful synthon for the selective synthesis of 4-aryl-3-chloro-2(5H)-furanones, (Z)-4-aryl-5-[1-(aryl)methylidene]-3-chloro-2(5H)-furanones and 3,4-diaryl-2(5H)-furanones

Fabio Bellina; Chiara Anselmi; Francesca Martina; Renzo Rossi

首页> 外文期刊>European journal of organic chemistry >Mucochloric acid: a useful synthon for the selective synthesis of 4-aryl-3-chloro-2(5H)-furanones, (Z)-4-aryl-5-[1-(aryl)methylidene]-3-chloro-2(5H)-furanones and 3,4-diaryl-2(5H)-furanones

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Mucochloric acid: a useful synthon for the selective synthesis of 4-aryl-3-chloro-2(5H)-furanones, (Z)-4-aryl-5-[1-(aryl)methylidene]-3-chloro-2(5H)-furanones and 3,4-diaryl-2(5H)-furanones

机译：粘氯酸：有用的合成子，用于选择性合成4-芳基-3-氯-2（5H）-呋喃酮，（Z）-4-芳基-5- [1-（芳基）亚甲基] -3-氯-2 （5H）-呋喃酮和3,4-二芳基-2（5H）-呋喃酮

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3,4-Dichloro-2(5H)-furanone, which has been prepared efficiently from mucochloric acid,has been transformed selectively into 4-aryl-3-chloro-2(5H)-furanones either by Suzukior Stille-type reactions. These monochloro derivatives have been used as precursors either to (Z)-4-aryl-5-[1-(aryl)methylidene]-3-chloro-2(5H)-furanones, including naturally occurring rubrolide M, or to unsymmetrical 3,4-diaryl-2(5H)-furanones. Some 2(5H)-furanone derivatives so prepared have been found to exhibit significant cytotoxic activity in vitro against the NCI three-cell-line panel, but limited cytotoxicity against the NCI human tumor 60 cell-line panel.

机译：由粘氯酸有效制备的3,4-二氯-2（5H）-呋喃酮已通过Suzukior Stille型反应选择性地转化为4-芳基-3-氯-2（5H）-呋喃酮。这些一氯衍生物已被用作（Z）-4-芳基-5- [1-（芳基）亚甲基] -3-氯-2（5H）-呋喃酮的前体，包括天然存在的罗布洛尔M，或不对称3的前体。，4-二芳基-2（5H）-呋喃酮。已经发现如此制备的一些2（5H）-呋喃酮衍生物在体外对NCI三细胞系面板显示出显着的细胞毒性活性，但是对NCI人肿瘤60细胞系面板的细胞毒性有限。

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《European journal of organic chemistry》 |2003年第12期|共13页
作者
Fabio Bellina; Chiara Anselmi; Francesca Martina; Renzo Rossi;
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正文语种 eng
中图分类有机化学;
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C-C coupling; heterocycles; natural products; palladium;

机译：碳-碳偶联;杂环;天然产物;钯;

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1. Mucochloric acid: a useful synthon for the selective synthesis of 4-aryl-3-chloro-2(5H)-furanones, (Z)-4-aryl-5-[1-(aryl)methylidene]-3-chloro-2(5H)-furanones and 3,4-diaryl-2(5H)-furanones [J] . Fabio Bellina, Chiara Anselmi, Francesca Martina, European journal of organic chemistry . 2003,第12期

机译：粘氯酸：有用的合成子，用于选择性合成4-芳基-3-氯-2（5H）-呋喃酮，（Z）-4-芳基-5- [1-（芳基）亚甲基] -3-氯-2 （5H）-呋喃酮和3,4-二芳基-2（5H）-呋喃酮
2. Mucochloric and Mucobromic Acids:Inexpensive,Highly Functionalised Starting Materials for the Selective Synthesis of Variously Substituted 2(5H)-Furanone Derivatives,Sulfur- or Nitrogen-Containing Heterocycles and Stereodefined Acyclic Unsaturated Di [J] . Fabio Bellina, Renzo Rossi Current organic chemistry . 2004,第12期

机译：粘氯酸和粘溴酸：廉价，高官能度的原料，用于选择性合成各种取代的2（5H）-呋喃酮衍生物，含硫或氮的杂环和立体定义的非环状不饱和二硫
3. Mucochloric and Mucobromic Acids: Inexpensive, Highly Functionalised Starting Materials for the Selective Synthesis of Variously Substituted 2(5H)-Furanone Derivatives, Sulfur- or Nitrogen-Containing Heterocycles and Stereodefined Acyclic Unsaturated Dihalogenated Compounds [J] . Fabio Bellina Renzo Rossi Current Organic Chemistry . 2004,第12期

机译：粘氯酸和粘溴酸：廉价，高度官能化的原料，用于选择性合成各种取代的2（5H）-呋喃酮衍生物，含硫或氮的杂环和立体定义的无环不饱和二卤代化合物
4. Pilot-plant study of the formaiton of the disinfection by-product 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) in dinking water [C] . C.J.Hwang, S.W.Krasner, S.A.Andrews, Ozonation for drinking water treatment . 1992

机译：在饮用水中形成消毒副产物3-氯-4-（氯甲基）-5-羟基-2（5H）-呋喃酮（MX）的中试研究
5. Removal of 3-chloro-4-dichloromethyl-5-hydroxy-2(5H)-furanone (MX) Precursors during Water Treatment Biofiltration [D] . Mian, Noreen 2018

机译：水处理生物过滤过程中去除3-氯-4-二氯甲基-5-羟基-2（5H）-呋喃酮（MX）前体
6. Some drinking-water disinfectants and contaminants including arsenic. Monographs on chloramine chloral and chloral hydrate dichloroacetic acid trichloroacetic acid and 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone. [O] . -1

机译：一些饮用水消毒剂和污染物包括砷。关于氯胺氯醛和水合氯醛二氯乙酸三氯乙酸和3-氯-4-（二氯甲基）-5-羟基-2（5H）-呋喃酮的专着。
7. Rhodium-catalyzed carbonylative arylation of alkynes with arylboronic acids: An efficient and straightforward method in the synthesis of 5-aryl-2(5H)-furanones [O] . Aksın Özge, Dege Nurcan, Artok Levent, 2006

机译：炔烃与芳基硼酸的铑催化羰基芳基化：一种合成5-芳基-2（5H）-呋喃酮的有效简便方法
8. Induction of Gastrointestinal Tract Nuclear Anomalies in B6C3F1 Mice by 3-Chloro-4-(Dichloromethyl)-5-Hydroxy-2(5H)-Furanone and 3,4-(Dichloro)-5-Hydroxy-2(5H)-Furanone, Mutagenic Byproducts of Chlorine Disinfection [R] . Daniel, F. B., Olson, G. R., Stober, J. A. 1991

机译：用3-氯-4-（二氯甲基）-5-羟基-2（5H） - 呋喃酮和3,4-（二氯）-5-羟基-2（5H） - 呋喃酮诱导B6C3F1小鼠胃肠道核异常，氯消毒的诱变副产物

Mucochloric acid: a useful synthon for the selective synthesis of 4-aryl-3-chloro-2(5H)-furanones, (Z)-4-aryl-5-[1-(aryl)methylidene]-3-chloro-2(5H)-furanones and 3,4-diaryl-2(5H)-furanones

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