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Cu-catalyzed carboxylation of organoboronic acid pinacol esters with CO 2 .

Authors :
Maeda C
Cho T
Kumemoto R
Ema T
Source :
Organic & biomolecular chemistry [Org Biomol Chem] 2023 Aug 16; Vol. 21 (32), pp. 6565-6571. Date of Electronic Publication: 2023 Aug 16.
Publication Year :
2023

Abstract

Chemical fixation of CO <subscript>2</subscript> has received much attention. In particular, catalytic C-C bond formation with CO <subscript>2</subscript> giving carboxylic acids is of great significance. Among the CO <subscript>2</subscript> 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 <superscript>2</superscript> )-, C(sp <superscript>3</superscript> )-, and C(sp)-B compounds) with CO <subscript>2</subscript> , which efficiently provided the corresponding products, including aryl, alkenyl, alkyl, and alkynyl carboxylic acids. This carboxylation was also applicable to multiple CO <subscript>2</subscript> fixation giving di- and tri-carboxylic acids under robust reaction conditions (totally 29 examples).

Details

Language :
English
ISSN :
1477-0539
Volume :
21
Issue :
32
Database :
MEDLINE
Journal :
Organic & biomolecular chemistry
Publication Type :
Academic Journal
Accession number :
37526922
Full Text :
https://doi.org/10.1039/d3ob00938f