p-Nitrophenyl carbonate promoted ring-opening reactions of DBU and DBN affording lactam carbamates.
The amidine bases DBU (1,8-diazabicyclo[5.4.0]undec-7-ene) and DBN (1,5-diazabicyclo[4.3.0]non-5-ene) display nucleophilic behaviour towards highly electrophilicp-nitrophenyl carbonate derivatives with ring opening of the bicyclic ring to form corresponding substituted ε-caprolactam and γ-lactam derived carbamates. This simple method presents a unified strategy to synthesize structurally diverse ε-caprolactam and γ-lactam compounds with a large substrate scope.
Department of Chemistry, Indian Institute of Science Education and Research, Pune 411 008, India.
Madhuri
M
Vangala
Department of Chemistry, Indian Institute of Science Education and Research, Pune 411 008, India.
Ganesh P
GP
Shinde
DBN; DBU; carbonates; lactams; p-nitrophenyl