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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

Πλήρης Εγγραφή


URI: http://purl.tuc.gr/dl/dias/1A811727-3D99-4991-AF69-9FC9ED098B51
Έτος 2014
Τύπος Δημοσίευση σε Περιοδικό με Κριτές
Άδεια Χρήσης
Λεπτομέρειες
Βιβλιογραφική Αναφορά 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
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Περίληψη

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.

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