Nonconventional difluoroalkylation of C(sp2)-H bonds through hydroarylation

Chuan Zhu; Shengjin Song; Lu Zhou; Ding Xing Wang; Chao Feng; Teck Peng Loh

doi:10.1039/c7cc04842d

Nonconventional difluoroalkylation of C(sp²)-H bonds through hydroarylation

Chuan Zhu, Shengjin Song, Lu Zhou, Ding Xing Wang, Chao Feng, Teck Peng Loh

School of Chemistry and Moleculai Engineering

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

35 Scopus citations

Abstract

An unprecedented Rh-catalyzed C2-difluoroalkylation of indole derivatives with 2,2-difluorovinyl arenesulfonates has been reported. This reaction provides a rare instance of catalytic difluoroalkylation through hydroarylation of gem-difluoroalkenes. The sulfonate group works as a chelating ligand, thus stabilizing the rhodacycle intermediate, leading to the uncommon transformation.

Original language	English
Pages (from-to)	9482-9485
Number of pages	4
Journal	Chemical Communications
Volume	53
Issue number	68
DOIs	https://doi.org/10.1039/c7cc04842d
State	Published - 2017

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abstract = "An unprecedented Rh-catalyzed C2-difluoroalkylation of indole derivatives with 2,2-difluorovinyl arenesulfonates has been reported. This reaction provides a rare instance of catalytic difluoroalkylation through hydroarylation of gem-difluoroalkenes. The sulfonate group works as a chelating ligand, thus stabilizing the rhodacycle intermediate, leading to the uncommon transformation.",

author = "Chuan Zhu and Shengjin Song and Lu Zhou and Wang, {Ding Xing} and Chao Feng and Loh, {Teck Peng}",

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T1 - Nonconventional difluoroalkylation of C(sp2)-H bonds through hydroarylation

AU - Zhu, Chuan

AU - Song, Shengjin

AU - Zhou, Lu

AU - Wang, Ding Xing

AU - Feng, Chao

AU - Loh, Teck Peng

PY - 2017

Y1 - 2017

N2 - An unprecedented Rh-catalyzed C2-difluoroalkylation of indole derivatives with 2,2-difluorovinyl arenesulfonates has been reported. This reaction provides a rare instance of catalytic difluoroalkylation through hydroarylation of gem-difluoroalkenes. The sulfonate group works as a chelating ligand, thus stabilizing the rhodacycle intermediate, leading to the uncommon transformation.

AB - An unprecedented Rh-catalyzed C2-difluoroalkylation of indole derivatives with 2,2-difluorovinyl arenesulfonates has been reported. This reaction provides a rare instance of catalytic difluoroalkylation through hydroarylation of gem-difluoroalkenes. The sulfonate group works as a chelating ligand, thus stabilizing the rhodacycle intermediate, leading to the uncommon transformation.

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DO - 10.1039/c7cc04842d

M3 - 文章

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AN - SCOPUS:85028316588

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SP - 9482

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JO - Chemical Communications

JF - Chemical Communications

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ER -

Nonconventional difluoroalkylation of C(sp²)-H bonds through hydroarylation

Abstract

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