Development of new, simple and general synthetic methods of useful heterocyclic compounds

开发有用杂环化合物的新的、简单的和通用的合成方法

基本信息

  • 批准号:
    15550092
  • 负责人:
  • 金额:
    $ 2.05万
  • 依托单位:
  • 依托单位国家:
    日本
  • 项目类别:
    Grant-in-Aid for Scientific Research (C)
  • 财政年份:
    2003
  • 资助国家:
    日本
  • 起止时间:
    2003 至 2005
  • 项目状态:
    已结题

项目摘要

First, two new and efficient methods for the preparation of quinoline derivatives were developed. The first method is based on reactions of 2-isocyanostyrene derivatives with electrophiles, such as aldehydes, ketones, and aldehydes, in the presence of a Lewis acid. The second method is based on reactions of 2-isocyano-β-methoxystyrene derivatives with organolithiums and lithium dialkylamides. As an application of the former method, 11H-indolo[3,2-c]quinolines carrying a functional group at the 6-position were prepared by electorophile-mediated cyclization of 2-(2-isocyanophenyl)-1-methyl-1H-indole. As an application of the latter method, isoquinoline derivatives were prepared by reactions of 2-cyano-β-methoxystyrene derivatives with organolithiums and lithium dialkylamides.Next, new syntheses of heterocycke-fused quinines, such as 1H,5H-pyrano[3,4-f]indole-4,9-dione,12-hydroxy-12H-thioxanthene-6,11-dione,thieno[2,3-f]benzofuran-4,8-dione,thieno[3,2-g]benzofuran-4,5-dione, and naphtho[1,2-b]thiophene-4,5-dione derivatives, were accomplishedFurthermore, utilizing reactions of various enolates with lactones and nitriles, 3,6,7,8-tetrahydro[3,2-c]oxepin-4(2H)-one, (3-iminoisoindolin-1-ylidene)carboxylic ester, and 3-(1-aminoalkyl)quinolin-2(1H)-one derivatives were prepared.Lastly, benzazetine and 4H-1,3-benzodioxin-2-one derivatives were prepared by iodocyclization of appropriately o-substituted styrene derivatives.
首先,开发了两种新的有效的喹啉衍生物的制备方法。第一种方法是基于在刘易斯酸存在下,2-异氰基苯乙烯衍生物与亲电试剂如醛、酮和醛的反应。第二种方法是基于2-异氰基-β-甲氧基苯乙烯衍生物与有机锂和二烷基氨基锂的反应。作为前一种方法的应用,通过亲电体介导的2-(2-异氰苯基)-1-甲基-1H-吲哚环化反应合成了6位带有功能基的11 H-吲哚并[3,2-c]喹啉。作为后一种方法的应用,以2-氰基-β-甲氧基苯乙烯衍生物为原料,与有机锂和二烷基氨基锂反应,合成了异喹啉衍生物,并合成了1H,5 H-吡喃并[3,4-f]吲哚-4,9-二酮、12-羟基-12H-噻吨-6,11-二酮、噻吩并[2,3-f]苯并呋喃-4,8-二酮、噻吩并[3,2-g]苯并呋喃-4,5-二酮、和萘并[1,2-B]噻吩-4,5-二酮衍生物。此外,利用各种烯醇化物与内酯和腈的反应,(3-亚氨基异吲哚啉-1-亚基)羧酸酯,和合成了(1-氨烷基)喹啉-2(1H)-酮衍生物,最后通过碘环化反应合成了苯并氮杂环丁烷和4 H-1,3-苯并二恶英-2-酮衍生物。

项目成果

期刊论文数量(72)
专著数量(0)
科研奖励数量(0)
会议论文数量(0)
专利数量(0)
小林和裕: "New synthesis of isoquinoline derivatives by reactions of 2-(2-methoxy-ethenyl)benzonitriles with organolithiums and lithium dialkylamides"Chemistry Letters. 33・3. 236-267 (2004)
Kazuhiro Kobayashi:“通过 2-(2-甲氧基-乙烯基)苯甲腈与有机锂和二烷基酰胺锂反应的异喹啉衍生物的新合成”,化学快报 33・3 (2004)。
  • DOI:
  • 发表时间:
  • 期刊:
  • 影响因子:
    0
  • 作者:
  • 通讯作者:
New Synthesis of Isoquinoline Derivatives by Reactions of 2-(2-Methoxyethenyl)benzonitriles with Organolithiums and Lithium Dialkylamides
  • DOI:
    10.1246/cl.2004.236
  • 发表时间:
    2004-01
  • 期刊:
  • 影响因子:
    1.6
  • 作者:
    K. Kobayashi;Taiyo Shiokawa;Osamu Morikawa;H. Konishi
  • 通讯作者:
    K. Kobayashi;Taiyo Shiokawa;Osamu Morikawa;H. Konishi
An efficient synthesis of 2,4-disubstituted quinolines by electrophile-mediated cyclization reactions of 2-isocyanostyrene derivatives
  • DOI:
    10.1246/bcsj.77.553
  • 发表时间:
    2004-03
  • 期刊:
  • 影响因子:
    4
  • 作者:
    K. Kobayashi;Kenichi Takagoshi;S. Kondo;Osamu Morikawa;H. Konishi
  • 通讯作者:
    K. Kobayashi;Kenichi Takagoshi;S. Kondo;Osamu Morikawa;H. Konishi
A simple Synthesis of 4H-1,3-Benzodioxin-2-one Derivatives by Iodocyclization of t-Butyl o-Vinylphenyl Carbonate Derivatives
叔丁基邻乙烯基苯基碳酸酯衍生物碘环化简单合成4H-1,3-苯并二恶英-2-酮衍生物
Reactions of a 5-Hydroxymethyl-1H-indole-4,7-dione with Enamines for the First Construction of 1H,5H-Pyrano[3.4-f]indole-4,9-dione Derivatives
5-羟甲基-1H-吲哚-4,7-二酮与烯胺的反应首次构建1H,5H-吡喃并[3.4-f]吲哚-4,9-二酮衍生物
  • DOI:
  • 发表时间:
    2004
  • 期刊:
  • 影响因子:
    0
  • 作者:
    小林和裕;Kazuhiro Kobayashi;小林和裕;小林和裕;小林和裕;小林和裕;小林和裕;小林和裕;小林和裕;Kazuhiro Kobayashi;Kazuhiro Kobayashi;Kazuhiro Kobayashi;Kazuhiro Kobayashi;Kazuhiro Kobayashi;Kazuhiro Kobayashi;小林和裕;小林和裕;小林和裕;小林和裕;小林和裕;小林和裕;小林和裕;小林和裕;小林和裕;Kazuhiro Kobayashi;Kazuhiro Kobayashi;Kazuhiro Kobayashi;Kazuhiro Kobayashi;Kazuhiro Kobayashi;Kazuhiro Kobayashi;小林和裕
  • 通讯作者:
    小林和裕
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KOBAYASHI Kazuhiro其他文献

KOBAYASHI Kazuhiro的其他文献

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{{ truncateString('KOBAYASHI Kazuhiro', 18)}}的其他基金

Heterocycle synthesis utilizing ortho-fuctionalized benzyl azides
利用邻位官能化苄基叠氮化物合成杂环
  • 批准号:
    26410051
  • 财政年份:
    2014
  • 资助金额:
    $ 2.05万
  • 项目类别:
    Grant-in-Aid for Scientific Research (C)
Identifying the genetic basis and understanding the molecular mechanisms underlying cognitive function
识别遗传基础并了解认知功能背后的分子机制
  • 批准号:
    24300104
  • 财政年份:
    2012
  • 资助金额:
    $ 2.05万
  • 项目类别:
    Grant-in-Aid for Scientific Research (B)
Molecular analyses of genes related to cognitive abilities.
与认知能力相关的基因的分子分析。
  • 批准号:
    23650136
  • 财政年份:
    2011
  • 资助金额:
    $ 2.05万
  • 项目类别:
    Grant-in-Aid for Challenging Exploratory Research
Heterocycle synthesis utilizing ortho-functionalized phenyl isothiocyanates
利用邻位官能化异硫氰酸苯酯合成杂环
  • 批准号:
    22550035
  • 财政年份:
    2010
  • 资助金额:
    $ 2.05万
  • 项目类别:
    Grant-in-Aid for Scientific Research (C)
Container ship network design method by multi-commodity flow model
多商品流模型的集装箱船网络设计方法
  • 批准号:
    21710164
  • 财政年份:
    2009
  • 资助金额:
    $ 2.05万
  • 项目类别:
    Grant-in-Aid for Young Scientists (B)
Elucidation of molecular pathogenesis and development of treatment for muscular dystrophy and neurodevelopmental disorder caused by abnormal glycosylation
糖基化异常引起的肌营养不良和神经发育障碍的分子发病机制阐明及治疗进展
  • 批准号:
    21689030
  • 财政年份:
    2009
  • 资助金额:
    $ 2.05万
  • 项目类别:
    Grant-in-Aid for Young Scientists (A)
Clarification of mechanism for tritiated water vapor on the meterial surface
澄清金属表面氚化水蒸气的机理
  • 批准号:
    19760604
  • 财政年份:
    2007
  • 资助金额:
    $ 2.05万
  • 项目类别:
    Grant-in-Aid for Young Scientists (B)
Molecular analysis of Fukuyama muscular dystrophy and functional analysis of the gene product fukutin.
福山性肌营养不良症的分子分析及基因产物fukutin的功能分析。
  • 批准号:
    13672376
  • 财政年份:
    2001
  • 资助金额:
    $ 2.05万
  • 项目类别:
    Grant-in-Aid for Scientific Research (C)
Development of simple methods for the preparation of heterocycle-fused quinones and their application to the synthesis of natural products
杂环稠合醌的简单制备方法的开发及其在天然产物合成中的应用
  • 批准号:
    10650852
  • 财政年份:
    1998
  • 资助金额:
    $ 2.05万
  • 项目类别:
    Grant-in-Aid for Scientific Research (C)
Development and Application of New Transformations of Organosulfur Compounds Utilizing Magnesium Amides
氨基镁有机硫化合物新转化的开发与应用
  • 批准号:
    07651032
  • 财政年份:
    1995
  • 资助金额:
    $ 2.05万
  • 项目类别:
    Grant-in-Aid for Scientific Research (C)

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Preparation and Development of Metal-Isocyanide Framework Materials
金属异氰化物骨架材料的制备与开发
  • 批准号:
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    2020
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    10259757
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    2020
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    $ 2.05万
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Time-Resolved X-ray Crystallography of Dynamics in Cysteine-Dependent Enzymes
半胱氨酸依赖性酶动力学的时间分辨 X 射线晶体学
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    10099548
  • 财政年份:
    2020
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    $ 2.05万
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Time-Resolved X-ray Crystallography of Dynamics in Cysteine-Dependent Enzymes
半胱氨酸依赖性酶动力学的时间分辨 X 射线晶体学
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    10469510
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    2020
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Development of Novel Polymerization Based on the Cyclocopolymeization of Isocyanide and Unsaturated Hydorocarbons
基于异氰化物和不饱和烃环共聚的新型聚合方法的开发
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    19K05582
  • 财政年份:
    2019
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    $ 2.05万
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    Grant-in-Aid for Scientific Research (C)
Investigations into the Synthesis and Reactivity of Low-Coordinate Metal Isocyanide Compounds
低配位金属异氰化物的合成及反应活性研究
  • 批准号:
    1802646
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    2018
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    $ 2.05万
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Development of the efficient synthetic method for heterocycles utilized by isocyanide and conjugated 1,3-dipolar
异氰化物和共轭1,3-偶极杂环高效合成方法的开发
  • 批准号:
    17K05778
  • 财政年份:
    2017
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    $ 2.05万
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Isocyanide-Promoted Buchner Reaction of Ruthenium Carbenes: A Useful Mechanistic Tool to Study Ene-Yne and Alkene Metathesis
异氰化物促进的钌卡宾布赫纳反应:研究烯炔和烯烃复分解的有用机械工具
  • 批准号:
    1566162
  • 财政年份:
    2016
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    $ 2.05万
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    Standard Grant
Development of novel copolymerization systems using isocyanide and unsaturated hydrocarbons
使用异氰化物和不饱和烃开发新型共聚体系
  • 批准号:
    16K21154
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    2016
  • 资助金额:
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