The idea is to use base to create an anhydrous strong nucleophile, which needs to be as anhydrous as possible. Also the nucleophile should act as a sigma donor and not pi. Any leads is much welcome
Thanks
thanks Herr Winter...but how easy will it be to deprotonate the C-centre. the NMe2 groups are possibly highly electron pushing.. won't it destabilize the carbanion?
many thanks
Dimedon, 1-Nitroacetone etc.
https://chem.libretexts.org/Ancillary_Materials/Reference/Organic_Chemistry_Glossary/Active_Methylene_Compound
Yes, thanks for that detail. I know about active methylenes. Question was NMe2 is electron pushing groups, which would probably destabilize the Nu.
Also in dimedon, the conjugate base is in resonance and the nucleophilic attack shall probably mediated with bonds having pi-character. That can be a matter of concern. I was thinking about: CN-CH2-NMe2. Do you know if this exists commercially?
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