Sodium-Metal-Promoted Reductive 1,2-syn-Diboration of Alkynes with Reduction-Resistant Trimethoxyborane

Sodium-Metal-Promoted Reductive 1,2-syn-Diboration of Alkynes with Reduction-Resistant Trimethoxyborane
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DOI:
10.1246/bcsj.20200110
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发表时间:
2020-10-01
影响因子:
4
通讯作者:
Yorimitsu, Hideki
Yorimitsu, Hideki
中科院分区:
化学3区
文献类型:
--
作者:
Ito, Shiori;Fukazawa, Mizuki;Yorimitsu, Hideki

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在三甲氧基硼烷作为抗还原硼亲电试剂存在下,通过钠分散体完成了炔的还原1,2-二硼化反应。通过在炔上引入两个硼原子,可以得到相应的(Z)-1,2-二硼烯。原位生成的双硼酸盐物种可以参与一锅Suzuki-Miyaura芳基化反应,从而执行炔的正式芳基硼化。
Reductive 1,2-diboration of alkynes has been accomplished by means of sodium dispersion in the presence of trimethoxy-borane as a reduction-resistant boron electrophile. Two boron moieties can be introduced onto alkynes with excellent syn selectivity to afford the corresponding (Z)-1,2-diborylalkenes. Bis(borate) species generated in situ can be involved in one-pot Suzuki-Miyaura arylation, formal arylboration of alkynes thus being executed.