Marie Cordier, Daniel S. Müller* and Marc Devillard*,
{"title":"无 HMPA 合成 TMS 取代的炔类化合物","authors":"Marie Cordier, Daniel S. Müller* and Marc Devillard*, ","doi":"10.1021/acs.organomet.4c00091","DOIUrl":null,"url":null,"abstract":"<p >TMS-substituted alkynes are versatile building blocks in organic synthesis. Traditional synthesis involves alkyne deprotonation and the reaction with TMSCl. Recently, TMS-acetylene has become an increasingly inexpensive bulk chemical, offering an attractive alternative to accessing TMS-substituted alkynes, especially when the alkyne is expensive or not commercially available. However, this route has been established with carcinogenic HMPA as a cosolvent. In this work, we disclose optimized conditions utilizing DMPU as a substitute for HMPA.</p>","PeriodicalId":56,"journal":{"name":"Organometallics","volume":null,"pages":null},"PeriodicalIF":2.5000,"publicationDate":"2024-04-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"HMPA-Free Synthesis of TMS-Substituted Alkynes\",\"authors\":\"Marie Cordier, Daniel S. Müller* and Marc Devillard*, \",\"doi\":\"10.1021/acs.organomet.4c00091\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >TMS-substituted alkynes are versatile building blocks in organic synthesis. Traditional synthesis involves alkyne deprotonation and the reaction with TMSCl. Recently, TMS-acetylene has become an increasingly inexpensive bulk chemical, offering an attractive alternative to accessing TMS-substituted alkynes, especially when the alkyne is expensive or not commercially available. However, this route has been established with carcinogenic HMPA as a cosolvent. In this work, we disclose optimized conditions utilizing DMPU as a substitute for HMPA.</p>\",\"PeriodicalId\":56,\"journal\":{\"name\":\"Organometallics\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":2.5000,\"publicationDate\":\"2024-04-16\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organometallics\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.organomet.4c00091\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, INORGANIC & NUCLEAR\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organometallics","FirstCategoryId":"92","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.organomet.4c00091","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, INORGANIC & NUCLEAR","Score":null,"Total":0}
TMS-substituted alkynes are versatile building blocks in organic synthesis. Traditional synthesis involves alkyne deprotonation and the reaction with TMSCl. Recently, TMS-acetylene has become an increasingly inexpensive bulk chemical, offering an attractive alternative to accessing TMS-substituted alkynes, especially when the alkyne is expensive or not commercially available. However, this route has been established with carcinogenic HMPA as a cosolvent. In this work, we disclose optimized conditions utilizing DMPU as a substitute for HMPA.
期刊介绍：
Organometallics is the flagship journal of organometallic chemistry and records progress in one of the most active fields of science, bridging organic and inorganic chemistry. The journal publishes Articles, Communications, Reviews, and Tutorials (instructional overviews) that depict research on the synthesis, structure, bonding, chemical reactivity, and reaction mechanisms for a variety of applications, including catalyst design and catalytic processes; main-group, transition-metal, and lanthanide and actinide metal chemistry; synthetic aspects of polymer science and materials science; and bioorganometallic chemistry.
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