Chemistry is an experimental science, and the best way to enjoy it and learn about it is performing experiments. Formula: C8H5BrS. Introducing a new discovery about 5394-13-8, Name is 2-Bromobenzo[b]thiophene
Enantioselective functionalisation of the C-2? position of 1,2,3,4,5-pentamethylazaferrocene via sparteine mediated lithiation: Potential new ligands for asymmetric catalysis
The s-BuLi-sparteine base combination deprotonated the C-2? position of 1,2,3,4,5-pentamethylazaferrocene 1 and subsequent reaction with a range of electrophiles gave C-2 substituted products in 76-93% yield and ?80% ee. The products could be recrystallised to enrich ee’s to >90%. Resubjection of the initial addition products (?80% ee) to the deprotonation conditions led to a kinetic resolution to give products with >90% ee and superior overall yields compared to recrystallisation for the cases where the electrophiles were Ph2CO, MeI and Ph2S2. Transmetallation of the 2-lithiopentamethylazaferrocene (?80% ee) with ZnCl2 allowed palladium catalysed cross coupling with a variety of C-2 haloaryl, heteroaryl and vinyl groups to give some novel C-2? substituted pentamethylazaferrocene derivatives in 61-77% yield in 80% ee. Potential N,N-chelate ligands were recrystallised to >95% ee. A novel C 2-symmetric bis-pentamethylazaferrocene 10 could be synthesised by an iron catalysed oxidative coupling of the enatioenriched C-2 lithio derivative and in the presence of a PhMe-Et2O solvent mixture proceeded in 97% ee. This journal is The Royal Society of Chemistry.
Note that a catalyst decreases the activation energy for both the forward and the reverse reactions and hence accelerates both the forward and the reverse reactions.Formula: C8H5BrS, you can also check out more blogs about5394-13-8
Reference：
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem