{"title":"Gold-Catalyzed Addition of HX to Alkynes","authors":"E. Genin, V. Michelet","doi":"10.1002/9780470682531.PAT0814","DOIUrl":null,"url":null,"abstract":"Among the myriad of organic transformations that have been developed in the area of gold catalysis, the addition of HX to alkynes has been a field of intense investigation. This chapter presents the main and recent contributions in the field of gold-catalyzed nucleophilic addition of HX to alkynes. The presentation includes the addition of O-nucleophiles (including water, alcohols and carboxylic acids), of N-nucleophiles and other heteroatom nucleophiles (including thiols and halogens) to alkynes. The historical background for inter- and intramolecular additions, the domino processes and the applications to natural products synthesis are highlighted. \n \n \nKeywords: \n \nalcohol; \nalkyne; \namide; \namine; \ncarboxylic acid; \ngold; \nheterocycle; \nnucleophilic addition; \nthiol","PeriodicalId":20036,"journal":{"name":"Patai's Chemistry of Functional Groups","volume":"35 1","pages":"1-60"},"PeriodicalIF":0.0000,"publicationDate":"2014-06-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Patai's Chemistry of Functional Groups","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1002/9780470682531.PAT0814","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
Among the myriad of organic transformations that have been developed in the area of gold catalysis, the addition of HX to alkynes has been a field of intense investigation. This chapter presents the main and recent contributions in the field of gold-catalyzed nucleophilic addition of HX to alkynes. The presentation includes the addition of O-nucleophiles (including water, alcohols and carboxylic acids), of N-nucleophiles and other heteroatom nucleophiles (including thiols and halogens) to alkynes. The historical background for inter- and intramolecular additions, the domino processes and the applications to natural products synthesis are highlighted.
Keywords:
alcohol;
alkyne;
amide;
amine;
carboxylic acid;
gold;
heterocycle;
nucleophilic addition;
thiol
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