1208396-51-3Relevant academic research and scientific papers
Asymmetrie organocatalytic N-alkylation of indole-2-carbaldehydes with α,β-unsaturated aldehydes: One-pot synthesis of chiral pyrrolo[1,2-α]indole-2-carbaldehydes
Hong, Liang,Sun, Wangsheng,Liu, Chunxia,Wang, Lei,Wang, Rui
supporting information; experimental part, p. 440 - 444 (2010/05/02)
A highly useful method for the construction of pyrrolo[1,2-a]indole-2- carbaldehydes through a cascade aza-Michael/aldol reaction of indole-2- carbaldehydes with α, β-unsaturated aldehydes. Indole-2-carhaldehyde 1a was added to a solution of α, β-unsaturated aldehyde 2a in the presence of catalyst 3c and 4 A MS in toluene and the resulting solution was stirred for 72 h at room temperature. The reaction mixture was directly purified by silica gel chromatography without work up and fractions were collected and concentrated in vacuo to provide the pure desired product 4aa. The absolute configuration of the products was determined by X-ray analysis. Suitable crystals of compound 4ai that enabled assignment of the absolute configuration were obtained and single-crystal analysis revealed the configuration to be R.
