Tetrahedron

Preparation of benzo [b] thiophenes by Pd (0)-catalyzed intramolecular cyclization of allyl (and propargyl) o-iodophenyl sulfides.

N Arnau, M Moreno-Mañas, R Pleixats

Index: Arnau, Narcis; Moreno-Manas, Marcial; Pleixats, Roser Tetrahedron, 1993 , vol. 49, # 47 p. 11019 - 11028

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Citation Number: 36

Abstract

Benzo [b] thiophenes are prepared by intramolecular Pd (0)-catalyzed Heck reaction of allyl o-iodophenyl sulfides. Pd (0)-Catalyzed intramolecular cyclization of o-iodophenyl propargyl sulfide in the presence of a hydride donor gives 3-methylene-2, 3-dihydrobenzo [b] thiophene, which reacts with several enophiles in ene type reactions. However, allyl (and propargyl) aryl sulfides react with palladium (II) chloride to afford polymeric [PdCl (SAr)] 2.

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Preparation of benzo [b] thiophenes by Pd (0)-catalyzed intramolecular cyclization of allyl (and propargyl) o-iodophenyl sulfides.

[Tetrahedron, , vol. 49, # 47 p. 11019 - 11028]

Preparation of benzo [b] thiophenes by Pd (0)-catalyzed intramolecular cyclization of allyl (and propargyl) o-iodophenyl sulfides.

[Tetrahedron, , vol. 49, # 47 p. 11019 - 11028]

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