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 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.
Wilson
Rowan A
RA
School of Chemistry, University of Southampton, Southampton, Hants SO17 1BJ, UK.
Chan
Lai
L
Wood
Robin
R
Brown
Richard C D
RC
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
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