Novel Syntheses of Symmetric Alkyl-substituted β-Diketimines with Dimethylsulfate Assisted by Microwave

Abstract

We present an efficient and new preparative method for the symmetric β-diketimines assisted by microwave. A series of N,N'-symmetrically alkyl substituted β-diketimines have been synthesized from the reaction of Oacylation with dimethylsulfate. Higher reproducibility and yield, lower cost and much improved green nature originated from no solvent condition and higher energy efficiency due to faster reaction time are major merits of this new method. In addition to these merits, almost every kind of β-diketimines including alkyl-substituted β-diketimines little reported yet has been successfully prepared. Much wider applications of these compounds in various fields are expected.

Resonance‐Assisted Hydrogen Bonding as a Driving Force in Synthesis and a Synthon in the Design of Materials

“…[207,208] Owing to as trong RAHB system,w hen alkyl or aryl groups linked to both nitrogen atoms are identical (R 4 = R 5 ), the tautomeric structures A and B become indistinguishable. [209,210] Moreover,i tc an also play an important role in the design of metal complexes. [209,210] Moreover,i tc an also play an important role in the design of metal complexes.…”

“…RAHB is not only a key structural motif in the additional stability of a given Z ‐isomer, but may also be involved in the partial delocalization of the π‐electrons within the conjugated system. Thus, the RAHB‐assisted Z ‐isomer provides a main driving force in the synthesis of this class of organic compounds . Moreover, it can also play an important role in the design of metal complexes .…”