Addition of N-Heterocyclic Carbene Catalyst to Aryl Esters Induces Remote C-Si Bond Activation and Benzylic Carbon Functionalization

Hongling Wang; Xingkuan Chen; Yongjia Li; Jilan Wang; Shuquan Wu; Wei Xue; Song Yang; Yonggui Robin Chi

doi:10.1021/acs.orglett.7b03544

Addition of N-Heterocyclic Carbene Catalyst to Aryl Esters Induces Remote C-Si Bond Activation and Benzylic Carbon Functionalization

Hongling Wang, Xingkuan Chen, Yongjia Li, Jilan Wang, Shuquan Wu, Wei Xue, Song Yang^*, Yonggui Robin Chi

^*Corresponding author for this work

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

37 Citations (Scopus)

Abstract

Through the incorporation of a silicon atom to an aryl carboxylic ester substrate, the resulting C-Si bond can be activated via the addition of a carbene catalyst on a remote site. This strategy allows for efficient functionalization of the benzylic sp³-carbons of aryl carboxylic esters.

Original language	English
Pages (from-to)	333-336
Number of pages	4
Journal	Organic Letters
Volume	20
Issue number	2
DOIs	https://doi.org/10.1021/acs.orglett.7b03544
Publication status	Published - Jan 19 2018
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2017 American Chemical Society.

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/acs.orglett.7b03544

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title = "Addition of N-Heterocyclic Carbene Catalyst to Aryl Esters Induces Remote C-Si Bond Activation and Benzylic Carbon Functionalization",

abstract = "Through the incorporation of a silicon atom to an aryl carboxylic ester substrate, the resulting C-Si bond can be activated via the addition of a carbene catalyst on a remote site. This strategy allows for efficient functionalization of the benzylic sp3-carbons of aryl carboxylic esters.",

author = "Hongling Wang and Xingkuan Chen and Yongjia Li and Jilan Wang and Shuquan Wu and Wei Xue and Song Yang and Chi, {Yonggui Robin}",

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T1 - Addition of N-Heterocyclic Carbene Catalyst to Aryl Esters Induces Remote C-Si Bond Activation and Benzylic Carbon Functionalization

AU - Wang, Hongling

AU - Chen, Xingkuan

AU - Li, Yongjia

AU - Wang, Jilan

AU - Wu, Shuquan

AU - Xue, Wei

AU - Yang, Song

AU - Chi, Yonggui Robin

PY - 2018/1/19

Y1 - 2018/1/19

N2 - Through the incorporation of a silicon atom to an aryl carboxylic ester substrate, the resulting C-Si bond can be activated via the addition of a carbene catalyst on a remote site. This strategy allows for efficient functionalization of the benzylic sp3-carbons of aryl carboxylic esters.

AB - Through the incorporation of a silicon atom to an aryl carboxylic ester substrate, the resulting C-Si bond can be activated via the addition of a carbene catalyst on a remote site. This strategy allows for efficient functionalization of the benzylic sp3-carbons of aryl carboxylic esters.

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Addition of N-Heterocyclic Carbene Catalyst to Aryl Esters Induces Remote C-Si Bond Activation and Benzylic Carbon Functionalization

Abstract

Bibliographical note

ASJC Scopus Subject Areas

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