Directed C(sp3)‑H Arylation of Free α‑Aminophosphonates: Dual Models Exploration via Palladium Catalysis

In this report, we present the dual activation models for transient directing group-directed and amino-self-directed Pd-catalyzed α-aminophosphonate side-chain C­(sp3)-H arylation. Both strategies showed facile, efficient, and single regioselectivity in the reaction between free α-aminophosphonates...

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Bibliographic Details
Published inOrganic letters Vol. 26; no. 19; pp. 4132 - 4136
Main Authors Yi, Li−Na, Zhao, Tao, Bu, Jinghan, Long, Jiedi, Yang, Qiang
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 17.05.2024
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ACTIVATION
DIVERSIFICATION
AMINO-ACIDS
ALKYLATION
BOND FUNCTIONALIZATION
LIGAND
C-H FUNCTIONALIZATION
DIVERGENT
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Summary:In this report, we present the dual activation models for transient directing group-directed and amino-self-directed Pd-catalyzed α-aminophosphonate side-chain C­(sp3)-H arylation. Both strategies showed facile, efficient, and single regioselectivity in the reaction between free α-aminophosphonates and aryl iodides. Furthermore, the modification of amino and late-stage functionalization of the C­(sp3)-P bond from products indicates potential applications for α-aminophosphonates.
Bibliography:ObjectType-Article-1
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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.4c01322