锌促进的烯烃氢烷基化反应

  • 万晓龙 ,
  • 陈衍炽 ,
  • 孙雨人 ,
  • 钱群
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万晓龙(1983—),男,吉林农安人,上海大学在读博士研究生,主要从事有机合成研究. E-mail:wanxiaolong1983@163.com

收稿日期: 2016-12-10

  网络出版日期: 2017-07-25

基金资助

国家自然科学基金面上项目(21372151)

Zinc promoted alkylation of olefins with hydrogen

  • WAN Xiaolong ,
  • CHEN Yanchi ,
  • SUN Yuren ,
  • QIAN Qun
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  • School of Materials Science and Engineering, Shanghai University, Shanghai 200444, China

Received date: 2016-12-10

  Online published: 2017-07-25

摘要

季全碳中心的构筑一直是有机合成中的难点和热点,其中以廉价三级溴代烷为原料,通过分子间C(sp3)—C(sp3)键形成来合成该类季全碳中心更是鲜有报道.采用廉价锌粉作为还原性自由基引发剂,诱导三级溴代烷形成叔碳自由基,进而实现用烯烃捕获该自由基的策略来高效构筑C(sp3)—C(sp3)键季全碳中心.

本文引用格式

万晓龙 , 陈衍炽 , 孙雨人 , 钱群 . 锌促进的烯烃氢烷基化反应[J]. 河北大学学报(自然科学版), 2017 , 37(4) : 364 -368 . DOI: 10.3969/j.issn.1000-1565.2017.04.006锌促进的烯烃氢烷基化反应

Abstract

The construction of the quaternary carbon center has been a difficult and hot issue in organic synthesis.In particular, the synthesis of quaternary carbon center by the formation of the intermolecular C(sp3)—C(sp3)bond with cheap tert-alkyl bromides is rarely reported.Recently, our group reported that nickel-catalyzed reductive coupling of aryl bromides with tertiary alkyl halides.Based on this, we proposed that using cheap reductive metal as a free radical initiator, mediated the formation of tertiary carbon free radicals from tert-alkyl bromides, and then the free radical captured by olefin to build C(sp3)—C(sp3)bond quaternary carbon center efficiently.Herein, we report the application of this strategy in constructing quaternary carbon center by Zn powder mediated reductive coupling reaction.

参考文献

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