Copper‐Catalyzed Oxidative Decarboxylative Olefination of Sp <sup>3</sup> C─H Bonds Using Cinnamic Acid

ABSTRACT A copper(II)‐catalyzed strategy has been developed for the decarboxylative coupling of cinnamic acids with toluene, enabling the formation of new C(sp 2 )—C(sp 3 ) bonds through C(sp 3 )—H functionalization in the presence of di‐tert‐butyl peroxide (DTBP) as an oxidant. The Cu(II)‐DMAP/DTBP catalytic system promotes this transformation via a radical addition–elimination mechanism. This efficient and cost‐effective method provides rapid and selective access to a wide range of olefins in moderate to high yields under mild, air‐stable conditions.

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Journal
ChemistrySelect
Published
2025-11-30
DOI
https://doi.org/10.1002/slct.202505124
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Copper‐Catalyzed Oxidative Decarboxylative Olefination of Sp 3 C─H Bonds Using Cinnamic Acid

Daisy Gogoi, Prodeep Phukan, Sauvik Kashyap
ChemistrySelect
Catalytic C–H Functionalization Methods
article

Copper‐Catalyzed Oxidative Decarboxylative Olefination of Sp 3 C─H Bonds Using Cinnamic Acid

Daisy Gogoi, Prodeep Phukan, Sauvik Kashyap
article en

Abstract

ABSTRACT A copper(II)‐catalyzed strategy has been developed for the decarboxylative coupling of cinnamic acids with toluene, enabling the formation of new C(sp 2 )—C(sp 3 ) bonds through C(sp 3 )—H functionalization in the presence of di‐tert‐butyl peroxide (DTBP) as an oxidant. The Cu(II)‐DMAP/DTBP catalytic system promotes this transformation via a radical addition–elimination mechanism. This efficient and cost‐effective method provides rapid and selective access to a wide range of olefins in moderate to high yields under mild, air‐stable conditions.

ChemistrySelectVol. 10(45)
Gauhati University (IN)
Openalex Percentile: Top 72%
Catalytic C–H Functionalization Methods
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