Aqueous phase synthesis of polysubstituted pyrimidines/pyrrolidines catalyzed by β-cyclodextrin

Abstract

KEYWORDSHighly substituted pyrimidine/pyrrolidine derivatives were synthesized for the first time in water under neutral conditions by the reaction of aromatic amines, dimethyl/diethyl acetylene dicarboxylates, formaldehyde mediated by β-cyclodextrin (β-CD) in good to excellent yields. β-Cyclodextrin can be recovered and reused without any loss of catalytic activity. The β-Cyclodextrins employed were inexpensive and readily available when compared to other types of cyclodextrins (α, γ).Amines Formaldehyde β-Cyclodextrin Pyrimidine derivatives Pyrrolidine derivatives Dimethyl/diethyl acetylene dicarboxylates

β-Cyclodextrin as an Efficient and Recyclable Supramolecular Catalyst for the Synthesis of Heterocyclic Compounds

“…Satish et al . demonstrated a green and metal‐free protocol for the synthesis of pyrrolidines 18 under neutral conditions involving β‐CD as a recyclable catalyst in water at 60°C within 4.5 h (Scheme ) . The authors screened various CD catalysts such as α‐CD, γ‐CD, and β‐CD for this synthesis, and β‐CD gave the maximum yields of the products.…”

“…An environmentally friendly preparation of pyrimidines 91 via a three‐component synthesis of aniline 1 in water followed by the addition of dialkyl acetylenediacetate 4 and formaldehyde 17 in the presence of β‐CD was discovered by the Satish and coworkers (Scheme ) . The authors utilized various CD catalysts such as CD and γ‐CD for comparing the results with those of β‐CD in this transformation.…”