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二氟甲基溴代腙与β-(N,N-二甲氨基)烯酮/丙烯酸酯/丙烯酰胺的[3+2]环化反应研究

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有机化学 2024年第4期44卷 1226-1239页

作者：李晓勇黄丹凤周玉秀刘小康王克虎王君娇胡雨来西北师范大学化学化工学院兰州730070

报道了在碱存在下,由二氟甲基溴代腙原位生成的二氟甲基腈亚胺与β-(N,N-二甲氨基)烯酮/丙烯酸酯/丙烯酰胺的[3+2]环化反应.该反应首先产生了一个吡唑啉中间体,然后从该中间体上自发消除一分子二甲胺,最后以中等至良好的产率得到了一系... 详细信息

报道了在碱存在下,由二氟甲基溴代腙原位生成的二氟甲基腈亚胺与β-(N,N-二甲氨基)烯酮/丙烯酸酯/丙烯酰胺的[3+2]环化反应.该反应首先产生了一个吡唑啉中间体,然后从该中间体上自发消除一分子二甲胺,最后以中等至良好的产率得到了一系列3,4-二取代-3-二氟甲基吡唑类化合物.该反应具有高度的区域选择性:即它是由1,3-偶极体的最低空轨道和富电子烯烃的最高占有轨道相互作用的反电子需求的环加成反应.该方法拓展了二氟甲基腈亚胺参与的[3+2]环化反应的类型,提供了一种简单、高效地合成3,4-二取代-3-二氟甲基吡唑类化合物的新方法.

关键词： 3-二氟甲基吡唑二氟甲基溴代腙 [3+2]环化区域选择性

An Efficient [3+2] Cycloaddition of para-Quinone Methides with Nitrile Imines to Construct Spiro-pyrazoline-cyclohexadienones

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An Efficient [3+2] Cycloaddition of para-Quinone Methides wi...

中国化学会·第十六届全国有机合成化学学术研讨会

作者： Yanan Zhao 苏瀛鹏 Danfeng huang Ke-hu Wang yulai hu College of Chemistry and Chemical Engineering Northwest Normal University 西北师范大学

Spirocyclohexadienones and pyrazolines are prevalent core structures in bioactive molecules and natural products. On the other hand,spiro compounds have continued to gain attentions in recent years because of their diversified biological activities and pharmacological properties.3 Thus,combining the pyrazolines and cyclohexadienone structural motifs simultaneously into one molecule as spiro-pyrazoline-cyclohexadienones may be significant for drug candidate discovery. Herein,we developed an eficient [3+2] cycloaddition of para-quinone methides and nitrile imines to construct spiro-pyrazoline-cyclohexadienones with high re gio *** p-QMs and nitrile imines bearing electron-donating or electron-withdrawing groups on the phenyl rings were well-tolerated,providing the spiropyyazolines in good to excellent *** straightforward protocol for efficient construction of the privileged spiropyrazolines may be further applied in the pharmaceutical industry and make particularly attractive in organic synthesis.

关键词： Spirocyclohexadienones pyrazolines [3+2] cycloaddition para-quinone methides nitrile imines

Construction of Chiral Quaternary Carbon Posessing CF3 Group from Trifluoromethylketones by Henry Reaction

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Construction of Chiral Quaternary Carbon Posessing CF3 Group...

中国化学会第十四届全国氟化学会议

作者： Lili Wu Yingpeng Su Danfeng huang Weigang Zhang Ke-hu Wang yulai hu College of Chemistry and Chemical Engineering Northwest Normal University

Fluorinated compounds play special roles in the fields of pharmaceutical,agrochemical,and materials because of their specific *** methods for preparation of trifluoromethyl substituted tertiary or heteroquaternary ste...

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Tin-mediated one-pot synthesis of trifluoromethylated hydrazides by Reformatsky-type reaction

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Tin-mediated one-pot synthesis of trifluoromethylated hydraz...

中国化学会第十四届全国氟化学会议

作者： Yalin Wang Ke-hu Wang Jianglong Wang Yingpeng Su Danfeng huang yulai hu College of Chemistry and Chemical Engineering Northwest Normal University

The trifluoromethyl group is indisputably the most prevalent fluorine-containing group that appears in many pharmaceuticals, agrochemicals and materials because its incorporation into these molecular could enhance the...

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Synthesis of Trifluoromethylated Pyrazolidine Derivatives by [3+2] Cycloaddition between Trifluoromethylated N-Acylhyrazones and β-Aryl Nitroolefins

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Synthesis of Trifluoromethylated Pyrazolidine Derivatives by...

中国化学会第十四届全国氟化学会议

作者： Xiansha Peng Danfeng huang Yalin Wang Ke-hu Wang Yingpeng Su yulai hu College of Chemistry and Chemical Engineering Northwest Normal University

Pyrazolidine derivatives are very important and valuable compounds for their widespread natural occurrence, important biological properties, and applications in material science. The[3+2]cycloaddition between hydrazon...

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PhI（OAc）2-Mediated Carbotrifluoromethylation of N-Acylhydrazones

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PhI（OAc）2-Mediated Carbotrifluoromethylation of N-Acylhydr...

中国化学会第十四届全国氟化学会议

作者： Weigang Zhang Yingpeng Su Danfeng huang Lili Wu Ke-hu Wang yulai hu College of Chemistry and Chemical Engineering Northwest Normal University

＜正＞Trifluoromethyl group is the most prevalent fluorine-containing group in fluorine drugs,agrochemicals and materials due to the fact that the trifluoromethyl group often improves the metabolic stability and

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Highly enantio-and diastereoselective mannich reaction of β-keto esters with fluorinated aldimine catalyzed by bifunctional thioureas

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Highly enantio-and diastereoselective mannich reaction of β...

甘肃省化学会第二十八届年会暨第十届中学化学教学经验交流会

作者： Ahmed Ebrahim Alkhalil Su Yingpeng Wang Kehu huang Danfeng hu yulai College of Chemistry and Chemical Engineering Northwest Normal University

Recently,organofluorine compounds have played extensive role in pharmaceuticals,agrochemicals and materials ***,the plethora of fluorinated organic compounds,the trifluoromethylated organic compounds have played an in...

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STUDIES ON THE REACTION OF SULFUR,SELENIUM AND TELLURIUM WITH SODIUM HYDROXIDE UNDER PHASE TRANSFER CATALYSIS(Ⅱ).A CONVENIENT METHOD FOR THE SYNTHESIS OF BI(ACYL)DISULFIDES

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Chinese Chemical Letters 1990年第3期1卷 193-196页

作者： Jin-Xian WANG(Chin-Hsien WANG) Wenfeng CUI yulai hu Kai ZHAO Institute of Chemistry,Department of Chemistry,Northwest Normal University,Lanzhou,730070

A simple and general method for the synthesis of bi(acyl)disulfides is *** is allowed to react with sodium hydroxide to give sodium disulfide at 65℃ under PTC,which can react with acyl halides to afford bi(acyl)disul... 详细信息

关键词： In Wang ACYL)DISULFIDES STUDIES ON THE REACTION OF SULFUR,SELENIUM AND TELLURIUM WITH SODIUM HYDROXIDE UNDER PHASE TRANSFER CATALYSIS A CONVENIENT METHOD FOR THE SYNTHESIS OF BI PEG OC Ph

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醛酮的不对称硅氰化反应研究进展

有机化学 2015年第12期35卷 2507-2521页

作者：傅颖侯博赵兴玲杜正银胡雨来西北师范大学化学化工学院兰州730070

羰基化合物的不对称氰醇化反应是当前不对称催化领域里的一个研究热点.具有光学活性的氰醇是有机合成的重要中间体,通过官能团转化可以很容易制备出一些在天然产物和化学制药中具有重要意义的手性化合物,如β-氨基醇、α-氨基酸和α-羟... 详细信息

羰基化合物的不对称氰醇化反应是当前不对称催化领域里的一个研究热点.具有光学活性的氰醇是有机合成的重要中间体,通过官能团转化可以很容易制备出一些在天然产物和化学制药中具有重要意义的手性化合物,如β-氨基醇、α-氨基酸和α-羟基酸等.目前,不对称催化的三甲基氰硅烷与醛酮的加成反应作为手性氰醇的主要化学合成方法受到人们的广泛关注,而反应体系中采用的手性配体与Lewis酸是控制这类反应的效能和立体选择性的关键,因此,主要就三甲基氰硅烷和醛酮不对称加成反应中催化体系的发展作了一个简要的述评.

关键词：手性催化不对称硅氰化反应醛酮手性配体