{"title":"A synthesis of 1,3-dienes using a Ni(II) mediated Suzuki-Miyaura reaction","authors":"Yassir S. Al-Jawaheri, Nameer S. Ezzat","doi":"10.4314/bcse.v38i5.16","DOIUrl":null,"url":null,"abstract":"Synthesis of the 1,3-dienes from arylboronic acids with propargyl alcohols using a Ni(II) precatalysts is presented. Through detailed reaction screening NiCl2(PCy3)2 has been identified as the optimal catalyst for this transformation. The reaction is thought to proceed through a Ni(II) allenyl complex, which undergoes a base free Suzuki-Miyaura cross-coupling through arylboronic acids, with the resultant aryl allene rearranging to its 1,3-diene. Application of these optimized reaction conditions then provides several dienes in reasonable to good, isolated yields. \nKEY WORDS: Suzuki-Miyaura, NiCl2(PCy3)2, 1,3-Dienes, Allenyl, Base free \nBull. Chem. Soc. Ethiop. 2024, 38(5), 1405-1412. \nDOI: https://dx.doi.org/10.4314/bcse.v38i5.16 ","PeriodicalId":9501,"journal":{"name":"Bulletin of the Chemical Society of Ethiopia","volume":null,"pages":null},"PeriodicalIF":1.3000,"publicationDate":"2024-07-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Bulletin of the Chemical Society of Ethiopia","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.4314/bcse.v38i5.16","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
Synthesis of the 1,3-dienes from arylboronic acids with propargyl alcohols using a Ni(II) precatalysts is presented. Through detailed reaction screening NiCl2(PCy3)2 has been identified as the optimal catalyst for this transformation. The reaction is thought to proceed through a Ni(II) allenyl complex, which undergoes a base free Suzuki-Miyaura cross-coupling through arylboronic acids, with the resultant aryl allene rearranging to its 1,3-diene. Application of these optimized reaction conditions then provides several dienes in reasonable to good, isolated yields.
KEY WORDS: Suzuki-Miyaura, NiCl2(PCy3)2, 1,3-Dienes, Allenyl, Base free
Bull. Chem. Soc. Ethiop. 2024, 38(5), 1405-1412.
DOI: https://dx.doi.org/10.4314/bcse.v38i5.16
期刊介绍：
The Bulletin of the Chemical Society of Ethiopia (BCSE) is a triannual publication of the Chemical Society of Ethiopia. The BCSE is an open access and peer reviewed journal. The BCSE invites contributions in any field of basic and applied chemistry.
京公网安备 11010802042870号
京ICP备2023020795号-1
分享
求助内容：
应助结果提醒方式：
扫码关注我们
