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Palladium-catalysed intramolecular enolate O-arylation and thio-enolate S-arylation: synthesis of benzo[b]furans and benzo[b]thiophenes

Abstract:

Enolates derived from α-(ortho-haloaryl)-substituted ketones undergo palladium-catalysed C-O bond formation to deliver benzofuran products in good yield. A catalyst generated from Pd 2(dba) 3 and the ligand DPEphos effects the key bond formation to deliver a variety of substituted products from both cyclic and acyclic precursors. The analogous thio-ketones undergo C-S bond formation using identical reaction conditions and are converted to benzot...

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Publication status:
Published

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Publisher copy:
10.1016/j.tet.2006.05.004

Authors


Willis, MC More by this author
Gillmore, AT More by this author
Journal:
TETRAHEDRON
Volume:
62
Issue:
49
Pages:
11513-11520
Publication date:
2006-12-04
DOI:
ISSN:
0040-4020
URN:
uuid:59df51c3-7048-4f5e-818f-fd037113fb86
Source identifiers:
52506
Local pid:
pubs:52506

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