Switchable N–H vs. C3–H carboxylation of indoles using dual-function reagents
Switchable N–H vs. C3–H carboxylation of indoles using dual-function reagents
The carboxylation of indoles through a CO2 transfer reaction with carboxylate salts is described. By altering the reaction conditions either N–H or C3–H carboxylation can occur. The reaction is also applicable to the carboxylation of other indole derivatives and amines. The relevance of this procedure is further demonstrated through the preparation and carbon isotope labelling of several biologically relevant carboxylated indoles/amines.
6101-6105
Marris, Katherine E.
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Thorne, Jazmine T.
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Ryder-Mahoney, Daniel J.
4d4f1625-cbb6-46d2-b9fa-def1d42e956f
Bragg, Ryan A.
a5c233ec-0827-42e9-b8b2-534d9aea60a2
Elmore, Charles S.
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Perry, Gregory J.P.
766e7fc8-abf3-4d1e-9949-c1b3439a2185
19 March 2026
Marris, Katherine E.
1b7a3457-3626-4b07-9b67-fbfb37f9e9dc
Thorne, Jazmine T.
1ddbe194-2b8f-4e13-9a3f-21a05a0575f2
Ryder-Mahoney, Daniel J.
4d4f1625-cbb6-46d2-b9fa-def1d42e956f
Bragg, Ryan A.
a5c233ec-0827-42e9-b8b2-534d9aea60a2
Elmore, Charles S.
cda41f97-441a-444d-9f54-724d46d9e4b3
Perry, Gregory J.P.
766e7fc8-abf3-4d1e-9949-c1b3439a2185
Marris, Katherine E., Thorne, Jazmine T., Ryder-Mahoney, Daniel J., Bragg, Ryan A., Elmore, Charles S. and Perry, Gregory J.P.
(2026)
Switchable N–H vs. C3–H carboxylation of indoles using dual-function reagents.
Chemical Communications, 62 (22), .
(doi:10.1039/d6cc00532b).
Abstract
The carboxylation of indoles through a CO2 transfer reaction with carboxylate salts is described. By altering the reaction conditions either N–H or C3–H carboxylation can occur. The reaction is also applicable to the carboxylation of other indole derivatives and amines. The relevance of this procedure is further demonstrated through the preparation and carbon isotope labelling of several biologically relevant carboxylated indoles/amines.
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Accepted/In Press date: 24 February 2026
e-pub ahead of print date: 25 February 2026
Published date: 19 March 2026
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Publisher Copyright:
This journal is © The Royal Society of Chemistry, 2026
Identifiers
Local EPrints ID: 511000
URI: http://eprints.soton.ac.uk/id/eprint/511000
ISSN: 1359-7345
PURE UUID: 045394d3-3d08-4659-b84f-c6199a9a5aaa
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Date deposited: 28 Apr 2026 17:00
Last modified: 29 Apr 2026 02:09
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Contributors
Author:
Katherine E. Marris
Author:
Jazmine T. Thorne
Author:
Daniel J. Ryder-Mahoney
Author:
Ryan A. Bragg
Author:
Charles S. Elmore
Author:
Gregory J.P. Perry
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