Diborylation of Alkynyl MIDA Boronates and Sequential Chemoselective Suzuki-Miyaura Couplings: A Formal Carboborylation of Alkynes

Diborylation of Alkynyl MIDA Boronates and Sequential Chemoselective Suzuki-Miyaura Couplings: A Formal Carboborylation of Alkynes
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DOI:
10.1021/ol403326z
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发表时间:
2014-01-17
期刊:
影响因子:
5.2
通讯作者:
Nishihara, Yasushi
Nishihara, Yasushi
中科院分区:
化学1区
文献类型:
--
作者:
Hyodo, Keita;Suetsugu, Masato;Nishihara, Yasushi

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铂催化的苯基乙炔基 MIDA 硼酸酯与 B-pin-B-pin 发生二硼基化反应,生成具有两种不同类别硼官能团的 1,1,2-三硼基-2-苯基乙烯。随后,将获得的1,1,2-三硼基-2-苯乙烯进行Suzuki-Miyaura偶联以化学选择性地引入一系列芳基,得到1,1-硼基-2,2-二芳基乙烯。
Platinum-catalyzed diborylation of phenylethynyl MIDA boronate with B-pin-B-pin proceeds to yield 1,1,2-triboryl-2-phenylethene with two different classes of the boron functionalities. Sequentially, the obtained 1,1,2-triboryl-2-phenylethene are subjected to Suzuki-Miyaura coupling to introduce a series of aryl groups chemoselectively to afford 1,1-boryl-2,2-diarylethenes.