Photo-catalyzed dearomative coupling of benzylmalonates and alkynes with CO2 leading to spiro-1,4-cyclohexadiene carboxylic acids

Yi, Yaping; Xi, Chanjuan

doi:10.1016/j.gresc.2024.09.003

Green Synthesis and Catalysis

2024

DOI: 10.1016/j.gresc.2024.09.003

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Photo-catalyzed dearomative coupling of benzylmalonates and alkynes with CO2 leading to spiro-1,4-cyclohexadiene carboxylic acids

Yaping Yi,

Chanjuan Xi

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Remote C(sp³)–H Carboxylation with CO₂ via Visible-Light-Catalyzed 1,5-Hydrogen Atom Transfer

Huang,

Lin,

Yang

et al. 2024

Org. Lett.

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The direct carboxylation of C(sp 3 )−H bonds with CO 2 represents a challenging but highly attractive strategy in organic synthesis. In this study, we presented a visible-lightcatalyzed strategy for carboxylating remote C(sp 3 )−H bonds with CO 2 via aryl radical induced 1,5-hydrogen atom transfer. This transformation involves generating alkyl radicals via 1,5-hydrogen atom transfer from aryl radicals, forming alkyl carbanions as key intermediates, and a subsequent nucleophilic attack with CO 2 , thereby enabling access to a variety of tertiary and quaternary carboxylic acids in moderate to good yields.

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Remote C(sp³)–H Carboxylation with CO₂ via Visible-Light-Catalyzed 1,5-Hydrogen Atom Transfer

Huang,

Lin,

Yang

et al. 2024

Org. Lett.

View full text Add to dashboard Cite

show abstract

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Photo-catalyzed dearomative coupling of benzylmalonates and alkynes with CO2 leading to spiro-1,4-cyclohexadiene carboxylic acids

Cited by 1 publication

References 72 publications

Remote C(sp³)–H Carboxylation with CO₂ via Visible-Light-Catalyzed 1,5-Hydrogen Atom Transfer

Remote C(sp³)–H Carboxylation with CO₂ via Visible-Light-Catalyzed 1,5-Hydrogen Atom Transfer

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Photo-catalyzed dearomative coupling of benzylmalonates and alkynes with CO2 leading to spiro-1,4-cyclohexadiene carboxylic acids

Cited by 1 publication

References 72 publications

Remote C(sp3)–H Carboxylation with CO2 via Visible-Light-Catalyzed 1,5-Hydrogen Atom Transfer

Remote C(sp3)–H Carboxylation with CO2 via Visible-Light-Catalyzed 1,5-Hydrogen Atom Transfer

Contact Info

Product

Resources

About

Remote C(sp³)–H Carboxylation with CO₂ via Visible-Light-Catalyzed 1,5-Hydrogen Atom Transfer

Remote C(sp³)–H Carboxylation with CO₂ via Visible-Light-Catalyzed 1,5-Hydrogen Atom Transfer