title: Synthesis and derivatisation of a novel spiro[1-benzofuran-2,4'-piperidin]-3-one scaffold.
abstract: The synthesis of a novel spiro[1-benzofuran-2,4'-piperidin]-3-one scaffold 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.
authors.affiliation: School of Chemistry, University of Southampton, Southampton, Hants SO17 1BJ, UK.
authors.forename: Rowan A
authors.initials: RA
authors.lastname: Wilson
authors.forename: Lai
authors.initials: L
authors.lastname: Chan
authors.forename: Robin
authors.initials: R
authors.lastname: Wood
authors.forename: Richard C D
authors.initials: RC
authors.lastname: Brown
mesh_terms: D001572:Benzofurans / Q000138:chemical synthesis* / Q000737:chemistry; D003517:Cyclopentanes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D007659:Ketones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D015394:Molecular Structure; D010696:Phloroglucinol / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D010880:Piperidines / Q000138:chemical synthesis* / Q000737:chemistry; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D001572:Benzofurans; D003517:Cyclopentanes; D007659:Ketones; D010880:Piperidines; D013141:Spiro Compounds; C506715:bullataketal A; C506713:spiro(1-benzofuran-2,4'-piperidin)-3-one; D010696:Phloroglucinol; C506714:bullatenone