Ligand-Controlled Regiodivergent Alkoxycarbonylation of Trifluoromethylthiolated Internal Alkynes

Bin Wang; Chaoren Shen; Kaiwu Dong

doi:10.1021/acs.orglett.4c01113

Ligand-Controlled Regiodivergent Alkoxycarbonylation of Trifluoromethylthiolated Internal Alkynes

Bin Wang, Chaoren Shen, Kaiwu Dong

School of Chemistry and Molecular Engineering

East China Normal University

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

4 Scopus citations

Abstract

Controlling the regioselectivity for the alkoxycarbonylation of unsymmetric internal alkynes is challenging. Herein, a palladium-catalyzed ligand-controlled regiodivergent alkoxycarbonylation of internal trifluoromethylthiolated alkynes was achieved. A series of α- or β-SCF₃ acrylates from the same trifluoromethylthiolated alkyne were obtained with moderate to high yield and regioselectivity.

Original language	English
Pages (from-to)	3628-3633
Number of pages	6
Journal	Organic Letters
Volume	26
Issue number	17
DOIs	https://doi.org/10.1021/acs.orglett.4c01113
State	Published - 3 May 2024

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title = "Ligand-Controlled Regiodivergent Alkoxycarbonylation of Trifluoromethylthiolated Internal Alkynes",

abstract = "Controlling the regioselectivity for the alkoxycarbonylation of unsymmetric internal alkynes is challenging. Herein, a palladium-catalyzed ligand-controlled regiodivergent alkoxycarbonylation of internal trifluoromethylthiolated alkynes was achieved. A series of α- or β-SCF3 acrylates from the same trifluoromethylthiolated alkyne were obtained with moderate to high yield and regioselectivity.",

author = "Bin Wang and Chaoren Shen and Kaiwu Dong",

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year = "2024",

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doi = "10.1021/acs.orglett.4c01113",

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T1 - Ligand-Controlled Regiodivergent Alkoxycarbonylation of Trifluoromethylthiolated Internal Alkynes

AU - Wang, Bin

AU - Shen, Chaoren

AU - Dong, Kaiwu

PY - 2024/5/3

Y1 - 2024/5/3

N2 - Controlling the regioselectivity for the alkoxycarbonylation of unsymmetric internal alkynes is challenging. Herein, a palladium-catalyzed ligand-controlled regiodivergent alkoxycarbonylation of internal trifluoromethylthiolated alkynes was achieved. A series of α- or β-SCF3 acrylates from the same trifluoromethylthiolated alkyne were obtained with moderate to high yield and regioselectivity.

AB - Controlling the regioselectivity for the alkoxycarbonylation of unsymmetric internal alkynes is challenging. Herein, a palladium-catalyzed ligand-controlled regiodivergent alkoxycarbonylation of internal trifluoromethylthiolated alkynes was achieved. A series of α- or β-SCF3 acrylates from the same trifluoromethylthiolated alkyne were obtained with moderate to high yield and regioselectivity.

UR - https://www.scopus.com/pages/publications/85191945349

U2 - 10.1021/acs.orglett.4c01113

DO - 10.1021/acs.orglett.4c01113

M3 - 文章

C2 - 38652586

AN - SCOPUS:85191945349

SN - 1523-7060

VL - 26

SP - 3628

EP - 3633

JO - Organic Letters

JF - Organic Letters

IS - 17

ER -

Ligand-Controlled Regiodivergent Alkoxycarbonylation of Trifluoromethylthiolated Internal Alkynes

Abstract

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