TY - JOUR
T1 - Preparation of benzo[b]thiophenes by Pd(0)-catalyzed intramolecular cyclization of allyl (and propargyl) o-iodophenyl sulfides.
AU - Arnau, Narcís
AU - Moreno-Mañas, Marcial
AU - Pleixats, Roser
PY - 1993/1/1
Y1 - 1993/1/1
N2 - 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. © 1993.
AB - 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. © 1993.
U2 - 10.1016/S0040-4020(01)80255-6
DO - 10.1016/S0040-4020(01)80255-6
M3 - Article
SN - 0040-4020
VL - 49
SP - 11019
EP - 11028
JO - Tetrahedron
JF - Tetrahedron
IS - 47
ER -