Abstract
Here we describe the one-pot construction of the pyrrolo[4,3,2-de]quinolinone scaffold by a cascade nitration/cyclization sequence of 1,7-enynes with tBuONO and H2O. The cascade proceeds through alkene nitration, 1,7-enyne 6-exo-trig cyclization, CH nitrations, and redox cyclization, and exhibits excellent functional group tolerance. The mechanism was investigated using in situ high-resolution mass spectrometry (HR-MS).
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