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New Approaches to Ondansetron and Alosetron Inspire a Versatile, Flow Photochemical Method for Indole Synthesis

New Approaches to Ondansetron and Alosetron Inspire a Versatile, Flow Photochemical Method for Indole Synthesis
New Approaches to Ondansetron and Alosetron Inspire a Versatile, Flow Photochemical Method for Indole Synthesis
An oxidative photocyclisation of N-arylenaminones to indoles is described, that mirrors the Fischer indole synthesis but uses anilines in place of arylhydrazines. Its value is exemplified with new approaches to the WHO-listed APIs ondansetron and alosetron
1359-7345
383-386
Sun, Wei
bca29e03-90fc-4684-875e-61d35f1b5cba
Raimbach, William
ce780453-f428-4199-a534-16fd4fdfb3fd
Elliott, Luke D.
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Booker-Milburn, Kevin I.
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Harrowven, David C.
bddcfab6-dbde-49df-aec2-42abbcf5d10b
Sun, Wei
bca29e03-90fc-4684-875e-61d35f1b5cba
Raimbach, William
ce780453-f428-4199-a534-16fd4fdfb3fd
Elliott, Luke D.
aaf83c99-9318-4080-91d0-9ae461dced29
Booker-Milburn, Kevin I.
422de450-72a6-4727-9d02-3b2b30a09777
Harrowven, David C.
bddcfab6-dbde-49df-aec2-42abbcf5d10b

Sun, Wei, Raimbach, William, Elliott, Luke D., Booker-Milburn, Kevin I. and Harrowven, David C. (2022) New Approaches to Ondansetron and Alosetron Inspire a Versatile, Flow Photochemical Method for Indole Synthesis. ChemComm, 58 (3), 383-386. (doi:10.1039/D1CC05700F).

Record type: Article

Abstract

An oxidative photocyclisation of N-arylenaminones to indoles is described, that mirrors the Fischer indole synthesis but uses anilines in place of arylhydrazines. Its value is exemplified with new approaches to the WHO-listed APIs ondansetron and alosetron

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Accepted/In Press date: 26 November 2021
e-pub ahead of print date: 26 November 2021
Published date: 11 January 2022
Additional Information: Funding Information: We gratefully acknowledge financial support from EPSRC [EP/P013341/1, EP/L003325/1 and EP/K039466/1] and the European Regional Development Fund [ERDF Interreg Va programme (Project 121)]. Publisher Copyright: © The Royal Society of Chemistry.

Identifiers

Local EPrints ID: 452751
URI: http://eprints.soton.ac.uk/id/eprint/452751
ISSN: 1359-7345
PURE UUID: 2f2ee786-9c86-4bc7-af7e-28a67f0902bd
ORCID for David C. Harrowven: ORCID iD orcid.org/0000-0001-6730-3573

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Date deposited: 17 Dec 2021 18:18
Last modified: 17 Mar 2024 02:40

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Contributors

Author: Wei Sun
Author: William Raimbach
Author: Luke D. Elliott
Author: Kevin I. Booker-Milburn

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