Platinum-Catalyzed Diboration of Alkynes by 1,8-Diaminonaphthalene-Protected Diboronic Acid (B2(dan)2)

IF 3.3 2区 化学 Q1 CHEMISTRY, ORGANIC The Journal of Organic Chemistry Pub Date : 2024-10-24 DOI:10.1021/acs.joc.4c0193910.1021/acs.joc.4c01939
Shinichi Saito*, Yuya Koizumi, Yuki Ito, Taiga Yasuda and Yusuke Yoshigoe, 
{"title":"Platinum-Catalyzed Diboration of Alkynes by 1,8-Diaminonaphthalene-Protected Diboronic Acid (B2(dan)2)","authors":"Shinichi Saito*,&nbsp;Yuya Koizumi,&nbsp;Yuki Ito,&nbsp;Taiga Yasuda and Yusuke Yoshigoe,&nbsp;","doi":"10.1021/acs.joc.4c0193910.1021/acs.joc.4c01939","DOIUrl":null,"url":null,"abstract":"<p >The diboration of alkynes by 1,8-diaminonaphthalene-protected diboronic acid (B<sub>2</sub>(dan)<sub>2</sub>) proceeded smoothly in the presence of a platinum catalyst, and 1,2-diborylalkenes were isolated in up to 94% yield. The use of an appropriate solvent and ligand was critical for the progress of the reaction. The derivatization of 1,2-diborylalkenes was briefly examined.</p>","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":"89 22","pages":"16947–16951 16947–16951"},"PeriodicalIF":3.3000,"publicationDate":"2024-10-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.acs.org/doi/epdf/10.1021/acs.joc.4c01939","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"The Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.joc.4c01939","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

Abstract

The diboration of alkynes by 1,8-diaminonaphthalene-protected diboronic acid (B2(dan)2) proceeded smoothly in the presence of a platinum catalyst, and 1,2-diborylalkenes were isolated in up to 94% yield. The use of an appropriate solvent and ligand was critical for the progress of the reaction. The derivatization of 1,2-diborylalkenes was briefly examined.

查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
铂催化的 1,8-二氨基萘保护二硼酸(B2(dan)2)对炔烃的二化反应
在铂催化剂存在下,1,8-二氨基萘保护二硼酸(B2(dan)2)对炔烃的二加成反应进展顺利,分离出的 1,2-二硼酸烯的产率高达 94%。使用适当的溶剂和配体对反应的进展至关重要。对 1,2-二芳基烯的衍生化进行了简要研究。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 去求助
来源期刊
The Journal of Organic Chemistry
The Journal of Organic Chemistry 化学-有机化学
CiteScore
6.20
自引率
11.10%
发文量
1467
审稿时长
2 months
期刊介绍: The Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
期刊最新文献
Rhodium(III)-Catalyzed Regioselective C4 Alkylation of Indoles with Nitroalkenes Stoichiometry Dependence in the Consecutive, Competing Reduction, Halogenation, or Deoxygenation of Aryl Carbonyls Synthesis of Rapicone Based on Acyl Ketene–Alkyne Cycloaddition Molecular Dynamics of the Davies Ambimodal C-H Functionalization/Cope Rearrangement Reaction. Protecting Group Control of Hydroxyketone-Hemiketal Tautomeric Equilibrium Enables the Stereoselective Synthesis of a 1'-Azido C-Nucleoside.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1