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During the preparation of this manuscript a related paper has appeared that reports the use of thiourea as a dihydrosulfide surrogate in the synthesis of thioethers and benzo[b]thiophenes
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During the preparation of this manuscript a related paper has appeared that reports the use of thiourea as a dihydrosulfide surrogate in the synthesis of thioethers and benzo[b]thiophenes. See: Kuhn, M.; Falk, F. C.; Paradies, J. Org. Lett. 2011, 13, 4100-4103.
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For reports about the use of different mercapto surrogates in Pdcatalyzed C-S couplings
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15044353663
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84856541046
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3 and different phosphine ligands such as Josiphos CyPFtBu (see ref 18b), XPhos, SPhos, DavePhos, and dppf for this coupling was comparable in terms of reaction rates and turnover numbers to the catalyst generated from Xantphos ligand. However, we selected Xantphos as a ligand due to its better availability
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3 and different phosphine ligands such as Josiphos CyPFtBu (see ref 18b), XPhos, SPhos, DavePhos, and dppf for this coupling was comparable in terms of reaction rates and turnover numbers to the catalyst generated from Xantphos ligand. However, we selected Xantphos as a ligand due to its better availability.
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41
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33947606582
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84856547682
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2O (2/1) mixture as eluent and subsequent evaporation of the solvents afforded arylthiosilanes 4, which were not further purified
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2O (2/1) mixture as eluent and subsequent evaporation of the solvents afforded arylthiosilanes 4, which were not further purified.
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47
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80054719681
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The corresponding 3-unsubstitued derivatives 3 were also formed in small variable amounts. Nevertheless, they could be separated from the 3-functionalized benzo[b]thiophenes 7 by column chromatography
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The corresponding 3-unsubstitued derivatives 3 were also formed in small variable amounts. Nevertheless, they could be separated from the 3-functionalized benzo[b]thiophenes 7 by column chromatography.
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48
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80054738188
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The use ofCsFfor the cleavage of the S-Si bond is not necessary in this case. A direct iodine-promoted cyclization provided similar results.
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The use ofCsFfor the cleavage of the S-Si bond is not necessary in this case. A direct iodine-promoted cyclization provided similar results.
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