Cu-catalyzed carboxylation of organoboronic acid pinacol esters with CO2

Chemical fixation of CO2 has received much attention. In particular, catalytic C-C bond formation with CO2 giving carboxylic acids is of great significance. Among the CO2 fixation methods, multiple carboxylation is one of the challenging subjects. Here we investigated the Cu-catalyzed carboxylation...

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Bibliographic Details
Published inOrganic & biomolecular chemistry Vol. 21; no. 32; pp. 6565 - 6571
Main Authors Maeda, Chihiro, Cho, Takumi, Kumemoto, Ren, Ema, Tadashi
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 16.08.2023
Royal Society of Chemistry
Subjects
Carbon dioxide
Carbon dioxide fixation
Carboxylation
Carboxylic acids
Chemistry
Chemistry, Organic
Covalent bonds
Esters
Fixation
Physical Sciences
Science & Technology
EPOXIDES
ALKENES
METHANOL
REDUCTION
COMPLEXES
TERMINAL ALKYNES
CYCLIC CARBONATES
BUILDING-BLOCK
CARBON-DIOXIDE
COPOLYMERIZATION
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ISSN1477-0520
1477-0539
1477-0539
DOI10.1039/d3ob00938f

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Summary:Chemical fixation of CO2 has received much attention. In particular, catalytic C-C bond formation with CO2 giving carboxylic acids is of great significance. Among the CO2 fixation methods, multiple carboxylation is one of the challenging subjects. Here we investigated the Cu-catalyzed carboxylation of a variety of boronic acid pinacol esters (C(sp(2))-, C(sp(3))-, and C(sp)-B compounds) with CO2, which efficiently provided the corresponding products, including aryl, alkenyl, alkyl, and alkynyl carboxylic acids. This carboxylation was also applicable to multiple CO2 fixation giving di- and tri-carboxylic acids under robust reaction conditions (totally 29 examples).
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ISSN:1477-0520
1477-0539
1477-0539
DOI:10.1039/d3ob00938f