877614-69-2Relevant academic research and scientific papers
New synthesis of 3-arylpyrrolines
Chang, Meng-Yang,Pai, Chun-Li,Kung, Yung-Hua
, p. 855 - 859 (2007/10/03)
We present an easy and straightforward synthesis of 3-arylpyrrolines 4a-g by repeated treatment of 4-aryl-1,2,5,6-tetrahydropyridines 2a-g with m-chloroperoxybenzoic acid (MCPBA) and boron trifluoride etherate (BF 3-OEt2). The transformation proceeds via epoxidation, ring contraction, Baeyer-Villiger oxidation and elimination reaction and affords 3-arylpyrrolines 4a-g with 61-70% yield. This facile strategy was also used to synthesize racemic baclofen (6).
