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Microwave-mediated synthesis and manipulation of a 2-substituted-5-aminooxazole-4-carbonitrile library

Microwave-mediated synthesis and manipulation of a 2-substituted-5-aminooxazole-4-carbonitrile library
Microwave-mediated synthesis and manipulation of a 2-substituted-5-aminooxazole-4-carbonitrile library
A 2-substituted-5-aminooxazole-4-carbonitrile library has been synthesised and modified via microwave-mediated and flow chemistries. One synthesised compound, 5-(1H-pyrrol-1-yl)-4-(1H-tetrazol-5-yl)-2-(thien-2-yl)oxazole, contains three distinct heterocycles attached to the central oxazole core, highlighting the structural diversity of this approach. Three oxazoles had micromolar k(i) values against cannabinoid (CB1/CB2) receptors.
microwave-assisted synthesis, oxazoles, parallel synthesis, flow chemistry
0040-4039
1656-1659
Spencer, John
a3cf55cd-a4c7-4af6-b16c-96c8fb8c4cf4
Patel, Hiren
73682df0-69ba-44c9-88b2-5c19f7f23677
Amin, Jahangir
15a45a7a-1741-45fa-9f31-9aa6ef1924ed
Callear, Samantha K.
5af7f651-0ff0-4163-80b3-34996d62022a
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Deadman, John J.
6ec79e7a-322c-4d5c-99fd-25480e53ec05
Furman, Christophe
50bc7429-f093-42ea-93c8-7dff919378c4
Mansouri, Roxane
44e7b0cd-55b2-47b5-babb-6511d5871d7c
Chavatte, Philippe
373f5b8d-5631-40af-8695-ea594063f646
Millet, Régis
034f1a84-30ad-4f1d-9260-a85a1aa1bcd6
Spencer, John
a3cf55cd-a4c7-4af6-b16c-96c8fb8c4cf4
Patel, Hiren
73682df0-69ba-44c9-88b2-5c19f7f23677
Amin, Jahangir
15a45a7a-1741-45fa-9f31-9aa6ef1924ed
Callear, Samantha K.
5af7f651-0ff0-4163-80b3-34996d62022a
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Deadman, John J.
6ec79e7a-322c-4d5c-99fd-25480e53ec05
Furman, Christophe
50bc7429-f093-42ea-93c8-7dff919378c4
Mansouri, Roxane
44e7b0cd-55b2-47b5-babb-6511d5871d7c
Chavatte, Philippe
373f5b8d-5631-40af-8695-ea594063f646
Millet, Régis
034f1a84-30ad-4f1d-9260-a85a1aa1bcd6

Spencer, John, Patel, Hiren, Amin, Jahangir, Callear, Samantha K., Coles, Simon J., Deadman, John J., Furman, Christophe, Mansouri, Roxane, Chavatte, Philippe and Millet, Régis (2012) Microwave-mediated synthesis and manipulation of a 2-substituted-5-aminooxazole-4-carbonitrile library. Tetrahedron Letters, 53 (13), 1656-1659. (doi:10.1016/j.tetlet.2012.01.081).

Record type: Article

Abstract

A 2-substituted-5-aminooxazole-4-carbonitrile library has been synthesised and modified via microwave-mediated and flow chemistries. One synthesised compound, 5-(1H-pyrrol-1-yl)-4-(1H-tetrazol-5-yl)-2-(thien-2-yl)oxazole, contains three distinct heterocycles attached to the central oxazole core, highlighting the structural diversity of this approach. Three oxazoles had micromolar k(i) values against cannabinoid (CB1/CB2) receptors.

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More information

Published date: 28 March 2012
Keywords: microwave-assisted synthesis, oxazoles, parallel synthesis, flow chemistry
Organisations: Organic Chemistry: Synthesis, Catalysis and Flow

Identifiers

Local EPrints ID: 346003
URI: http://eprints.soton.ac.uk/id/eprint/346003
ISSN: 0040-4039
PURE UUID: 9e6056eb-435b-4bd5-ae66-ce26f175b183
ORCID for Simon J. Coles: ORCID iD orcid.org/0000-0001-8414-9272

Catalogue record

Date deposited: 11 Dec 2012 11:41
Last modified: 15 Mar 2024 03:01

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Contributors

Author: John Spencer
Author: Hiren Patel
Author: Jahangir Amin
Author: Samantha K. Callear
Author: Simon J. Coles ORCID iD
Author: John J. Deadman
Author: Christophe Furman
Author: Roxane Mansouri
Author: Philippe Chavatte
Author: Régis Millet

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