105590-52-1Relevant articles and documents
Solid state aldol reactions of solvated and unsolvated lithium pinacolone enolate aggregates
Pang, Huan,Williard, Paul G.
, (2020/01/13)
We reported the first systematic study of the solid-state aldol reactions of solvated and unsolvated lithium pinacolone enolate with a variety of solid aromatic aldehydes utilizing a mortar and pestle condition in comparison with the simple ball milling condition or tetrahydrofuran (THF) solution condition. In solution, the reactions are highly-selective with the aldol condensation product at room temperature. Under the condition of mortar and pestle, the reactions with unsolvated lithium pinacolone enolate showed the mixture of aldol condensation product and aldol addition product at room temperature. With the usage of solvated lithium pinacolone enolate, higher yields for most substrates were obtained. Furthermore, repeating the reactions under a simple ball billing condition with no other precautions at room temperature, we achieved high selectivity and yield of products for all substrates, indicating the powerful ability and the utility of solid-state, mechanochemical aldol reaction conditions.
A NOVEL NUCLEOPHILIC SUBSTITUTION OF THE FORMYL GROUP IN p-NITROBENZALDEHYDE WITH SOME CARBANIONS
Iwasaki, Genji,Saeki, Seitaro,Hamana, Masatomo
, p. 173 - 176 (2007/10/02)
p-Nitrobenzaldehyde reacts with some active methylene compounds in the presence of a strong base at low temperatures to give p-substituted nitrobenzenes by the two-step course involving the initial formation of the aldol adducts and the subsequent displacement of the carbinol moieties with excess carbanions.