In most of the reports, LDA has been used to convert 2-bromothiophenes to 3-bromothiophenes, smoothly. The similar strategy will work for the 2-chlorothiophenes or not?
Yes, the isomerization of 2-Chlorothiophene to 3- Chlorothiophene is possible.
see the following reference
Dettmeier, Udo et al: Angewandte Chem.Int. Ed, 26(5), 469 (1987)
2-Halothiophenes were isomerized to 3-halothiophenes in the presence of zeolite catalysts. Thus, isomerization of 2-chlorothiophene by zeolite ZSM-5 gave 3-chlorothiophene with 85% conversion and 92% selectivity.