22721-01-3

Basic information

• Product Name: 5-methyl-2-p-tolylbenzothiophen

Upstream product

• 14315-14-1 5-methylthianaphthene 
• 106-38-7 para-bromotoluene 
• 624-31-7 4-tolyl iodide 
• 108-88-3 toluene 
• 16587-47-6 6-methylbenzo[b]thiophene 

Downstream Products

• 59151-51-8 4-{4-[4-(5-methyl-benzo[b]thiophen-2-yl)-styryl]-phenyl}-2-phenyl-2H-[1,2,3]triazole 

Relevant articles and documents

Ag(I)-C-H Activation Enables Near-Room-Temperature Direct α-Arylation of Benzo[ b]thiophenes

The first example of near-room-temperature α-arylation of benzo[b]thiophenes is reported. The discovery rests on the observation of a switch in α-/β-regioselectivity at different loadings of Pd2(dba)3·CHCl3 in the coupling between benzo[b]thiophene and 4-iodotoluene. We show that this unprecedented regioselectivity switch is driven by a Ag(I)-mediated C-H activation at the α-C-H position, which becomes the dominant mode of reactivity at low concentrations of Pd. Competition experiments, kinetic studies, KIE, and D/H scrambling experiments have been carried out supporting this mechanism.

Addition Reactions of Benzothiophen. Part 2. Reactions of Substituted Benzothiophens in Benzene or Toluene.

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