Silver-Catalyzed Decarboxylative Allylation of Aliphatic Carboxylic Acids in Aqueous Solution

Lei Cui; He Chen; Chao Liu; Chaozhong Li

doi:10.1021/acs.orglett.6b00802

Silver-Catalyzed Decarboxylative Allylation of Aliphatic Carboxylic Acids in Aqueous Solution

Lei Cui, He Chen, Chao Liu, Chaozhong Li

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Abstract

Direct decarboxylative radical allylation of aliphatic carboxylic acids is described. With K₂S₂O₈ as the oxidant and AgNO₃ as the catalyst, the reactions of aliphatic carboxylic acids with allyl sulfones in aqueous CH₃CN solution gave the corresponding alkenes in satisfactory yields under mild conditions. This site-specific allylation method is applicable to all primary, secondary, and tertiary alkyl acids and exhibits wide functional group compatibility.

Original language	English
Pages (from-to)	2188-2191
Number of pages	4
Journal	Organic Letters
Volume	18
Issue number	9
DOIs	https://doi.org/10.1021/acs.orglett.6b00802
State	Published - 6 May 2016
Externally published	Yes

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abstract = "Direct decarboxylative radical allylation of aliphatic carboxylic acids is described. With K2S2O8 as the oxidant and AgNO3 as the catalyst, the reactions of aliphatic carboxylic acids with allyl sulfones in aqueous CH3CN solution gave the corresponding alkenes in satisfactory yields under mild conditions. This site-specific allylation method is applicable to all primary, secondary, and tertiary alkyl acids and exhibits wide functional group compatibility.",

author = "Lei Cui and He Chen and Chao Liu and Chaozhong Li",

note = "Publisher Copyright: {\textcopyright} 2016 American Chemical Society.",

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T1 - Silver-Catalyzed Decarboxylative Allylation of Aliphatic Carboxylic Acids in Aqueous Solution

AU - Cui, Lei

AU - Chen, He

AU - Liu, Chao

AU - Li, Chaozhong

PY - 2016/5/6

Y1 - 2016/5/6

N2 - Direct decarboxylative radical allylation of aliphatic carboxylic acids is described. With K2S2O8 as the oxidant and AgNO3 as the catalyst, the reactions of aliphatic carboxylic acids with allyl sulfones in aqueous CH3CN solution gave the corresponding alkenes in satisfactory yields under mild conditions. This site-specific allylation method is applicable to all primary, secondary, and tertiary alkyl acids and exhibits wide functional group compatibility.

AB - Direct decarboxylative radical allylation of aliphatic carboxylic acids is described. With K2S2O8 as the oxidant and AgNO3 as the catalyst, the reactions of aliphatic carboxylic acids with allyl sulfones in aqueous CH3CN solution gave the corresponding alkenes in satisfactory yields under mild conditions. This site-specific allylation method is applicable to all primary, secondary, and tertiary alkyl acids and exhibits wide functional group compatibility.

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DO - 10.1021/acs.orglett.6b00802

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JO - Organic Letters

JF - Organic Letters

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ER -

Silver-Catalyzed Decarboxylative Allylation of Aliphatic Carboxylic Acids in Aqueous Solution

Abstract

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