1403612-11-2Relevant academic research and scientific papers
Fused arene ring construction around pyrrole to form 4,7-disubstitued indole
Nojman,Latos-Grazynski,Szterenberg
, p. 4115 - 4122 (2012/10/08)
A method for synthesizing 4,7-diarylindoles and 4,7-di(thien-2-yl)indole by applying a strategy where the fused benzene ring was built on an existing pyrrole in an acid-catalyzed rearrangement of 1,4-diaryl-1,4-di(pyrrol-2-yl)but- 2-yne and 1,4-di(pyrrol-2-yl)-1,4-di(thien-2-yl)but-2-yne, respectively, is presented. In the presence of TFA (30 equiv.), 4,7-diarylindoles undergo thermodynamically equilibrated dimerization at 240 K as determined by 1H NMR spectroscopy and substantiated by DFT calculations. An alternative route for the construction of indole derivatives is described. 4,7-Diarylindoles and 4,7-di(thien-2-yl)indole were synthesized by applying a strategy where the fused benzene ring was built on the existing pyrrole.
