Copper-catalyzed C(sp)-C(sp2) oxidative cross coupling reaction to access to methyl arylpropiolates at room temperature

The first and environmentally benign oxidative cross coupling of stable trimethylsilylalkynoate with different arylboronic acids was developed. This reaction proceeded efficiently in the presence of Cu(OAc)2 ​at room temperature through the activation of Si–C bond by catalytic Cs2CO3, providing vari...

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Bibliographic Details
Published in:Green synthesis and catalysis 2021-11, Vol.2 (4), p.350-355
Main Authors: Min, Jinghong, Zheng, Zhanjiang, Huang, Shuaishuai, He, Rongrong, Xu, Zheng, Bouillon, Jean Philippe, Xu, Liwen
Format: Article
Language:English
Subjects:
Copper catalysis
Cs2CO3 activation
Oxidative cross coupling
Pentacoordinate silane
Si–C bond Cleavage
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Summary:The first and environmentally benign oxidative cross coupling of stable trimethylsilylalkynoate with different arylboronic acids was developed. This reaction proceeded efficiently in the presence of Cu(OAc)2 ​at room temperature through the activation of Si–C bond by catalytic Cs2CO3, providing various methyl arylpropiolates in good yields with a broad substrate scope under mild conditions. An unprecedented copper-catalyzed oxidative cross coupling reaction between various arylboronic acids and stable trimethylsilylalkynoate was developed via Si–C and B–C bond activation, in which structurally diverse methyl arylpropiolates could be achieved with good yields. [Display omitted]
ISSN:2666-5549
2666-5549
DOI:10.1016/j.gresc.2021.09.003