Abstract
The palladium[0]-mediated Ullmann cross-coupling of readily available β-bromo-α,β-unsaturated aldehydes of the general form 2 with 1-bromo-2-nitrobenzene (3, X = Br) delivers products, 4, that undergo reductive cyclization to novel quinolines (5) upon exposure to indium in aqueous ammonium chloride or to Raney-nickel in the presence of dihydrogen. Analogous cross-coupling of 2-bromoacetanilide (6) with 2 affords products of type 7 that undergo in situ and K2CO3-mediated cyclization to give the same types of quinolines (5).
Original language | English |
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Pages (from-to) | 3609-3612 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 48 |
Issue number | 20 |
DOIs | |
Publication status | Published - 14 May 2007 |