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Synthesis and derivatisation of a novel spiro [1-benzofuran-2,4'-piperidin] -3-one scaffold

Synthesis and derivatisation of a novel spiro [1-benzofuran-2,4'-piperidin] -3-one scaffold
Synthesis and derivatisation of a novel spiro [1-benzofuran-2,4'-piperidin] -3-one scaffold
The synthesis of a novel spiro[1-benzofuran-2,4'-piperidin]-3-one scaffold 6 has been achieved in five steps with an overall yield of 47%. The versatility of the spiropiperidine scaffold in the context of library synthesis is exemplified by selective and sequential derivatisation of the amino and aryl bromide functional groups, including the development of multi-step telescope reaction matrices.
drug discovery, privileged structures, combinatorial libraries, design, potent, substructures, antagonists, diversity, phase, scope
1477-0520
3228-3235
Wilson, Rowan A.
f8d47839-13c1-4611-8c6e-42e55ef198b9
Chan, Lai
ecd3b799-22f3-41d5-9de5-e4c73556d581
Wood, Robin
331d6e70-16d1-42ce-aeac-89a77a51b163
Brown, Richard C.D.
21ce697a-7c3a-480e-919f-429a3d8550f5
Wilson, Rowan A.
f8d47839-13c1-4611-8c6e-42e55ef198b9
Chan, Lai
ecd3b799-22f3-41d5-9de5-e4c73556d581
Wood, Robin
331d6e70-16d1-42ce-aeac-89a77a51b163
Brown, Richard C.D.
21ce697a-7c3a-480e-919f-429a3d8550f5

Wilson, Rowan A., Chan, Lai, Wood, Robin and Brown, Richard C.D. (2005) Synthesis and derivatisation of a novel spiro [1-benzofuran-2,4'-piperidin] -3-one scaffold. Organic & Biomolecular Chemistry, 3 (17), 3228-3235. (doi:10.1039/B507339A). (PMID:16106306)

Record type: Article

Abstract

The synthesis of a novel spiro[1-benzofuran-2,4'-piperidin]-3-one scaffold 6 has been achieved in five steps with an overall yield of 47%. The versatility of the spiropiperidine scaffold in the context of library synthesis is exemplified by selective and sequential derivatisation of the amino and aryl bromide functional groups, including the development of multi-step telescope reaction matrices.

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Published date: 2005
Keywords: drug discovery, privileged structures, combinatorial libraries, design, potent, substructures, antagonists, diversity, phase, scope
Organisations: Chemistry

Identifiers

Local EPrints ID: 180745
URI: http://eprints.soton.ac.uk/id/eprint/180745
ISSN: 1477-0520
PURE UUID: b46f3b9d-c0bd-4523-a8bd-68c58adea28d
ORCID for Richard C.D. Brown: ORCID iD orcid.org/0000-0003-0156-7087

Catalogue record

Date deposited: 12 Apr 2011 09:14
Last modified: 20 Jul 2019 01:16

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Contributors

Author: Rowan A. Wilson
Author: Lai Chan
Author: Robin Wood

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