Pd-catalyzed enantioselective reductive Heck reaction of mono-fluoro, <i>gem</i>-difluoro, and trifluoromethyl tethered-alkenes

Herein, we present an enantioselective, fluorine-retentive Pd-catalyzed reductive Heck cyclization reaction of fluorinated alkenes, enabling the synthesis of all-carbon quaternary 3,3-disubstituted fluoroalkyl-tethered oxindoles. Control experiments and DFT studies have provided insights into the reaction mechanism and stereochemical induction.

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Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc01559f
Citations
1
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.79

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article

Pd-catalyzed enantioselective reductive Heck reaction of mono-fluoro, gem-difluoro, and trifluoromethyl tethered-alkenes

S. Rajagopala Reddy, M. Ramu Yadav, Hemaang Bhartiya, Swati Jain et al.
1 citations
Chemical Communications
Fluorine in Organic Chemistry
0.79
article

Pd-catalyzed enantioselective reductive Heck reaction of mono-fluoro, gem-difluoro, and trifluoromethyl tethered-alkenes

S. Rajagopala Reddy, M. Ramu Yadav, Hemaang Bhartiya, Swati Jain, Jitendra Singh, Naveen Sihag
article en
1 citations

Abstract

Herein, we present an enantioselective, fluorine-retentive Pd-catalyzed reductive Heck cyclization reaction of fluorinated alkenes, enabling the synthesis of all-carbon quaternary 3,3-disubstituted fluoroalkyl-tethered oxindoles. Control experiments and DFT studies have provided insights into the reaction mechanism and stereochemical induction.

Chemical CommunicationsVol. 61(61)
Indian Institute of Technology Delhi (IN), Central University of Rajasthan (IN)
Council of Scientific and Industrial Research, India, University Grants Commission, Indian Institute of Technology Delhi, Science and Engineering Research Board
Openalex Percentile: Top 26%
Fluorine in Organic Chemistry
0.79
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