硼催化下亚甲基环丙烷的区域选择性环保留氢硅化反应

IF 5 1区 化学 Q1 CHEMISTRY, ORGANIC
Rui Lin, Min Ou, Qian Ni, Xianmao Liu, Zhen Song, Xinmiao Huang, Wei Yao, Yaqi Chen, Jinxing Long, Weiqi Song and Yuanhong Ma*, 
{"title":"硼催化下亚甲基环丙烷的区域选择性环保留氢硅化反应","authors":"Rui Lin,&nbsp;Min Ou,&nbsp;Qian Ni,&nbsp;Xianmao Liu,&nbsp;Zhen Song,&nbsp;Xinmiao Huang,&nbsp;Wei Yao,&nbsp;Yaqi Chen,&nbsp;Jinxing Long,&nbsp;Weiqi Song and Yuanhong Ma*,&nbsp;","doi":"10.1021/acs.orglett.5c0172010.1021/acs.orglett.5c01720","DOIUrl":null,"url":null,"abstract":"<p >Herein, we report the highly regioselective ring-retentive hydrosilylation of methylenecyclopropanes (MCPs) with hydrosilanes by a B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub> catalyst. The catalytic protocol affords an atom-efficient route for the synthesis of silylcyclopropanes, featuring 100% atom-efficiency, broad substrate scope (42 examples), mild conditions, and high regio-, and chemoselectivity. The current metal-free catalytic hydrosilylation also provides a complementary pathway for the synthesis of structurally diverse organosilicon compounds from MCPs over transition metal-catalyzed variants.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"27 22","pages":"5858–5863 5858–5863"},"PeriodicalIF":5.0000,"publicationDate":"2025-05-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Boron Catalysis-Enabled Regioselective Ring-Retentive Hydrosilylation of Methylenecyclopropanes\",\"authors\":\"Rui Lin,&nbsp;Min Ou,&nbsp;Qian Ni,&nbsp;Xianmao Liu,&nbsp;Zhen Song,&nbsp;Xinmiao Huang,&nbsp;Wei Yao,&nbsp;Yaqi Chen,&nbsp;Jinxing Long,&nbsp;Weiqi Song and Yuanhong Ma*,&nbsp;\",\"doi\":\"10.1021/acs.orglett.5c0172010.1021/acs.orglett.5c01720\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >Herein, we report the highly regioselective ring-retentive hydrosilylation of methylenecyclopropanes (MCPs) with hydrosilanes by a B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub> catalyst. The catalytic protocol affords an atom-efficient route for the synthesis of silylcyclopropanes, featuring 100% atom-efficiency, broad substrate scope (42 examples), mild conditions, and high regio-, and chemoselectivity. The current metal-free catalytic hydrosilylation also provides a complementary pathway for the synthesis of structurally diverse organosilicon compounds from MCPs over transition metal-catalyzed variants.</p>\",\"PeriodicalId\":54,\"journal\":{\"name\":\"Organic Letters\",\"volume\":\"27 22\",\"pages\":\"5858–5863 5858–5863\"},\"PeriodicalIF\":5.0000,\"publicationDate\":\"2025-05-27\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.orglett.5c01720\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.orglett.5c01720","RegionNum":1,"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

摘要

本文报道了在B(C6F5)3催化剂催化下,甲基环丙烷(MCPs)与氢硅烷的高度区域选择性环保留氢硅化反应。该催化方案为硅基环丙烷的合成提供了一种原子高效的途径,具有100%的原子效率、广泛的底物范围(42个例子)、温和的条件和高的区域选择性和化学选择性。目前的无金属催化硅氢化也为从mcp合成结构多样的有机硅化合物提供了一种互补途径,而不是过渡金属催化的变体。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Boron Catalysis-Enabled Regioselective Ring-Retentive Hydrosilylation of Methylenecyclopropanes

Boron Catalysis-Enabled Regioselective Ring-Retentive Hydrosilylation of Methylenecyclopropanes

Herein, we report the highly regioselective ring-retentive hydrosilylation of methylenecyclopropanes (MCPs) with hydrosilanes by a B(C6F5)3 catalyst. The catalytic protocol affords an atom-efficient route for the synthesis of silylcyclopropanes, featuring 100% atom-efficiency, broad substrate scope (42 examples), mild conditions, and high regio-, and chemoselectivity. The current metal-free catalytic hydrosilylation also provides a complementary pathway for the synthesis of structurally diverse organosilicon compounds from MCPs over transition metal-catalyzed variants.

求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
Organic Letters
Organic Letters 化学-有机化学
CiteScore
9.30
自引率
11.50%
发文量
1607
审稿时长
1.5 months
期刊介绍: Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.
×
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
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
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 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:604180095
Book学术官方微信