How can I achieve a nucleophilic attack of alkyne/acetylide on imine carbon (C=N) of thiosemicarbazone?

Syeda Aaliya Shehzadi @Syeda-Aaliya-Shehzadi

21 June 2023 1 2K Report

I have tried various transition metal catalysts of Zn/Cu/Al/Fe/ as Lewis acids, but no product.

If I understand correctly what you're asking, you could try Na + alkyne. Sodium metal (25 μ), suspended in xylene + alkyne at 100-110°C. You can follow the reaction by monitoring the H2. Also, you may try organolithium or Grignard reagents, in ether, to obtain -MgBr derivative.

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