Issue 15, 2020
From the journal:

Organic Chemistry Frontiers

Pd-Catalyzed one-pot synthesis of vinylsilanes via a three-component tandem reaction†

Wenguang Li,a   Chao Zhang,a   Haiyan Lu,a   Yajun Wang,a   Guobo Deng, ORCID logo a   Yun Liang ORCID logo *a  and  Yuan Yang ORCID logo *a  

* Corresponding authors

a National & Local Joint Engineering Laboratory for New Petro-chemical Materials and Fine Utilization of Resources, Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education, Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province, College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha, Hunan 410081, China
E-mail: yuanyang@hunnu.edu.cn, yliang@hunnu.edu.cn

Abstract

A palladium-catalyzed three-component tandem reaction for stereoselective assembly of various tri- or tetrasubstituted vinylsilanes is established. This method enables the construction of two C–Si bonds and two C–C bonds by the disilylation of ortho-vinyl bromobenzenes generated in situ from 1-bromo-2-iodobenzenes and N-tosylhydrazones. More importantly, the substrate scope of this protocol was further demonstrated by the transformation of ortho-vinyl bromobenzenes generated from a range of aryl iodides and N-tosylhydrazone to vinylsilanes.

Graphical abstract: Pd-Catalyzed one-pot synthesis of vinylsilanes via a three-component tandem reaction

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Article information

DOI
https://doi.org/10.1039/D0QO00601G
Article type
Research Article
Submitted
17 May 2020
Accepted
24 Jun 2020
First published
29 Jun 2020

Org. Chem. Front., 2020,7, 2075-2081

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Pd-Catalyzed one-pot synthesis of vinylsilanes via a three-component tandem reaction

W. Li, C. Zhang, H. Lu, Y. Wang, G. Deng, Y. Liang and Y. Yang, Org. Chem. Front., 2020, 7, 2075 DOI: 10.1039/D0QO00601G

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