N-alkylation of carbazole
As far as I know that the reaction by using the tetrabutylammonium bromide is better and easier, please read the ref. below
DOI: 10.1016/j.tetlet.2017.12.020
DOI: 10.1002/anie.201701947
DOI: 10.1016/S0040-4039(02)00217-4
Perchlorate ion is powerful oxidizing agent and therefor will show it's own oxidizing properties. So bromide salt is preferred.
The reaction by using the tetrabutylammonium bromide is better , please read these ref. below :
Chapter Principles of Phase-Transfer Catalysis by Quaternary Ammonium Salts
Article Third-phase catalytic activity of halogen exchange reactions...
It might be helpful
https://www.researchgate.net/publication/334163496_PHASE_TRANSFER_CATALYST_IN_ORGANIC_SYNTHESIS
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