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Elsevier, Tetrahedron Letters, 41(55), p. 5601-5604, 2014

DOI: 10.1016/j.tetlet.2014.08.048

Wiley-VCH Verlag, ChemInform, 11(46), p. no-no, 2015

DOI: 10.1002/chin.201511189

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Chromeno[2,3-c]pyrroles by one-pot multicomponent domino addition–amination reaction

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This paper is available in a repository.

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Abstract

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 H-1 and C-13 NMR chemical shifts has been achieved. A plausible mechanistic scheme is proposed.