1396396-19-2Relevant academic research and scientific papers
Gold-catalyzed N,O-functionalization of 1,4-diyn-3-ols with: N -hydroxyanilines to form highly functionalized pyrrole derivatives
Hsu, Yu-Chen,Hsieh, Shu-An,Li, Po-Hsuan,Liu, Rai-Shung
, p. 2114 - 2117 (2018/03/06)
This work describes new N,O-functionalization of 1,4-diyn-3-ols with N-hydroxyanilines to yield highly functionalized pyrrole derivatives. In a postulated mechanism, N-hydroxyaniline attacks the more electron-rich alkynes via regioselective N-attack to form unstable ketone-derived nitrones that react with their tethered alkynes via an intramolecular oxygen-transfer to form α-oxo gold carbenes. This new method is applicable to a short synthesis of a bioactive molecule, a PDE4 inhibitor.
Pd-mediated functionalization of polysubstituted pyrroles: Their evaluation as potential inhibitors of PDE4
Bhaskar Kumar,Sumanth, Ch.,Vaishaly,Srinivasa Rao,Chandra Sekhar,Meda, Chandana Lakshmi T.,Kandale, Ajit,Rambabu,Rama Krishna,Malla Reddy,Shiva Kumar,Parsa, Kishore V.L.,Pal, Manojit
supporting information; experimental part, p. 5639 - 5647 (2012/09/22)
Novel polysubstituted pyrroles have been designed and accessed via a one-pot multicomponent reaction followed by Pd-mediated C-C bond forming reactions. All the compounds synthesized were tested for their PDE4B inhibitory properties in vitro and two of them obtained via Heck reaction showed significant inhibition. The docking results suggested that these alkenyl derivatives containing ester moiety interact well with the PDE4B protein in silico where the ester carbonyl oxygen played a key role. The pyrrole framework presented here could be a new template for the identification of small molecule based novel inhibitors of PDE4. The single crystal X-ray data of a representative compound is presented.
