112616-91-8Relevant academic research and scientific papers
An easy synthesis of monofluorinated derivatives of pyrroles from β‐fluoro‐β‐nitrostyrenes
Aldoshin, Alexander S.,Ioffe, Sema L.,Nenajdenko, Valentine G.,Tabolin, Andrey A.
, (2021)
The catalyst‐free conjugate addition of pyrroles to β‐Fluoro‐β‐nitrostyrenes was investi-gated. The reaction was found to proceed under solvent‐free conditions to form 2‐(2‐Fluoro‐2‐nitro‐ 1‐arylethyl)‐1H‐pyrroles. The effectiveness of this approach was demonstrated through the preparation of a series of the target products in a quantitative yield. The kinetics of a conjugate addition of pyrrole was studied in detail to reveal the substituent effect and activation parameters of the reaction. The subsequent base‐induced elimination of nitrous acid afforded a series of novel 2‐(2‐ Fluoro‐1‐arylvinyl)‐1H‐pyrroles prepared in up to an 85% isolated yield. The two‐step sequence herein proposed is an indispensable alternative to a direct reaction with elusive and unstable 1‐ Fluoroacetylenes.
A NEW ROUTE TO 3-HETEROARYLINDOLES
Campbell, Malcolm M.,Cosford, Nicholas,Zongli, Li,Sainsbury, Malcolm
, p. 1117 - 1122 (2007/10/02)
The syntheses of 3-(2-pyrrolyl)- and 3-(2-furanyl)-indoles are described via the ring-closure of 2-(2-nitrophenylethenyl)-pyrroles or -furans, respectively, with triethylphosphite.The necessary starting compounds are obtained by Lewis acid mediated Michae
