中国化学快报(英文版)2024,Vol.35Issue(5) :141-144.DOI:10.1016/j.cclet.2023.108980

Cu-catalyzed regioselective diborylation of 1,3-enynes for the efficient synthesis of 1,4-diborylated allenes

Wujun Jian Mong-Feng Chiou Yajun Li Hongli Bao Song Yang
中国化学快报(英文版)2024,Vol.35Issue(5) :141-144.DOI:10.1016/j.cclet.2023.108980

Cu-catalyzed regioselective diborylation of 1,3-enynes for the efficient synthesis of 1,4-diborylated allenes

Wujun Jian 1Mong-Feng Chiou 2Yajun Li 3Hongli Bao 3Song Yang1
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作者信息

  • 1. National Key Laboratory of Green Pesticide,Key Laboratory of Green Pesticide and Agricultural Bioengineering,Ministry of Education,Center for R&D of Fine Chemicals of Guizhou University,Guiyang 550025,China
  • 2. Strait Institute of Flexible Electronics(SIFE,Future Technologies),Fujian Normal University,Fuzhou 350117,China
  • 3. Key Laboratory of Coal to Ethylene Glycol and Its Related Technology,State Key Laboratory of Structural Chemistry,Fujian Institute of Research on the Structure of Matter,University of Chinese Academy of Sciences,Fuzhou 350002,China
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Abstract

Borylation of 1,3-enynes with bis(boronate)compounds often ends up with the formation of hydrobo-rylated products,leaving the diborylation of 1,3-enynes for the formation of 1,4-diborylated allenes to be challenging.Herein,a copper-catalyzed chemo-,regio-,and stereo-selective diborylation of 1,3-enynes for the efficient construction of 1,4-diborylated allenes under base-free conditions was reported.A wide range of 1,3-enynes bearing various functional groups can participant in the reaction and afforded the corresponding 1,4-diborylated allenes in good to excellent yields,which was enabled by the protocol of Bpin to BF3K conversion.the borylcopper species was supposed to selectively attack the C-C triple bond of the 1,3-enynes.

Key words

Copper catalysis/Regioselective/1,3-Enynes/Borylation/Allenes

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基金项目

国家自然科学基金(22001251)

国家自然科学基金(21922112)

国家自然科学基金(22225107)

中国科学院战略规划重点项目(XDB20000000)

国家重点研发计划(2017YFA0700103)

Guizhou Provincial Science and Technology Project(2018[4007])

出版年

2024
中国化学快报(英文版)
中国化学会

中国化学快报(英文版)

CSTPCDCSCD
影响因子:0.771
ISSN:1001-8417
参考文献量58
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