Et2Zn-mediated stoichiometric C(sp)-H silylation of 1-alkynes and chlorosilanes

Pan Huang; Dawen Xu; Robert M. Reich; Felix Kaiser; Boping Liu; Fritz E. Kühn

doi:10.1016/j.tetlet.2019.05.017

Et₂Zn-mediated stoichiometric C(sp)-H silylation of 1-alkynes and chlorosilanes

Pan Huang
, Dawen Xu
, Robert M. Reich
, Felix Kaiser
, Boping Liu
, Fritz E. Kühn

Associate Professorship of Molecular Catalysis

East China University of Science and Technology
Technical University of Munich

Research output: Contribution to journal › Article › peer-review

13 Scopus citations

Abstract

A first example of an Et₂Zn mediated silylation of 1-aklynes is reported. A series of functional groups are tolerated in this reaction. Mechanistic studies support Zn alkynilides as intermediates in the reaction. This reaction protocol provides a practical method for the preparation of alkynylsilanes and expands the application of organometallic zinc in organic synthesis.

Original language	English
Pages (from-to)	1574-1577
Number of pages	4
Journal	Tetrahedron Letters
Volume	60
Issue number	24
DOIs	https://doi.org/10.1016/j.tetlet.2019.05.017
State	Published - 13 Jun 2019

Keywords

1-Alkynes
Alkynylsilanes
C(sp)-H silylation
EtZn-mediated

Access to Document

10.1016/j.tetlet.2019.05.017

Cite this

@article{151ec181d09f4de485c9073f92e6e010,

title = "Et2Zn-mediated stoichiometric C(sp)-H silylation of 1-alkynes and chlorosilanes",

abstract = "A first example of an Et2Zn mediated silylation of 1-aklynes is reported. A series of functional groups are tolerated in this reaction. Mechanistic studies support Zn alkynilides as intermediates in the reaction. This reaction protocol provides a practical method for the preparation of alkynylsilanes and expands the application of organometallic zinc in organic synthesis.",

keywords = "1-Alkynes, Alkynylsilanes, C(sp)-H silylation, EtZn-mediated",

author = "Pan Huang and Dawen Xu and Reich, \{Robert M.\} and Felix Kaiser and Boping Liu and K{\"u}hn, \{Fritz E.\}",

note = "Publisher Copyright: {\textcopyright} 2019",

year = "2019",

month = jun,

day = "13",

doi = "10.1016/j.tetlet.2019.05.017",

language = "English",

volume = "60",

pages = "1574--1577",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd.",

number = "24",

}

TY - JOUR

T1 - Et2Zn-mediated stoichiometric C(sp)-H silylation of 1-alkynes and chlorosilanes

AU - Huang, Pan

AU - Xu, Dawen

AU - Reich, Robert M.

AU - Kaiser, Felix

AU - Liu, Boping

AU - Kühn, Fritz E.

PY - 2019/6/13

Y1 - 2019/6/13

N2 - A first example of an Et2Zn mediated silylation of 1-aklynes is reported. A series of functional groups are tolerated in this reaction. Mechanistic studies support Zn alkynilides as intermediates in the reaction. This reaction protocol provides a practical method for the preparation of alkynylsilanes and expands the application of organometallic zinc in organic synthesis.

AB - A first example of an Et2Zn mediated silylation of 1-aklynes is reported. A series of functional groups are tolerated in this reaction. Mechanistic studies support Zn alkynilides as intermediates in the reaction. This reaction protocol provides a practical method for the preparation of alkynylsilanes and expands the application of organometallic zinc in organic synthesis.

KW - 1-Alkynes

KW - Alkynylsilanes

KW - C(sp)-H silylation

KW - EtZn-mediated

UR - https://www.scopus.com/pages/publications/85065571012

U2 - 10.1016/j.tetlet.2019.05.017

DO - 10.1016/j.tetlet.2019.05.017

M3 - Article

AN - SCOPUS:85065571012

SN - 0040-4039

VL - 60

SP - 1574

EP - 1577

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 24

ER -

Et₂Zn-mediated stoichiometric C(sp)-H silylation of 1-alkynes and chlorosilanes

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this