Chromeno[2,3-c]pyrroles by one-pot multicomponent domino addition–amination reaction
Michael A. Terzidis, Vassilios G. Tsiaras, Nicolaos M. Drosos, Paraskevi M. Kasapidou, Julia Stephanidou-Stephanatou, Constantinos A. Tsoleridis, Gernot Buth, Kostakis Georgios
Το work with title Chromeno[2,3-c]pyrroles by one-pot multicomponent domino addition–amination reaction by Michael A. Terzidis, Vassilios G. Tsiaras, Nicolaos M. Drosos, Paraskevi M. Kasapidou, Julia Stephanidou-Stephanatou, Constantinos A. Tsoleridis, Gernot Buth, Kostakis Georgios is licensed under Creative Commons Attribution 4.0 International
Bibliographic Citation
M. A. Terzidis, V. G. Tsiaras, N. M. Drosos, P. M. Kasapidou, J. Stephanidou-Stephanatou, C. A. Tsoleridis, G. Buth, and G. E. Kostakis, "Chromeno[2,3-c]pyrroles by one-pot multicomponent domino addition–amination reaction", Tetrahedron Lett., vol. 55, no. 41, pp. 5601-5604, Oct. 2014. doi:10.1016/j.tetlet.2014.08.048
https://doi.org/10.1016/j.tetlet.2014.08.048
A new aspect concerning chromone chemistry leading to the one-pot synthesis of chromeno[2,3-c]pyrroles is described. The synthesis involves a multicomponent reaction of 3-formylchromones with isocyanides and azodicarboxylates, whereupon novel chromeno[2,3-c]pyrrole derivatives were formed in good yields. The structures of the products were elucidated by 1D and 2D NMR experiments and were unambiguously confirmed by the use of crystal X-ray diffraction analysis. Full assignment of all 1H and 13C NMR chemical shifts has been achieved. A plausible mechanistic scheme is proposed.