120348-01-8Relevant articles and documents
Regioselective Formation of Hydroxy Lactams from Pyridine-2,3-dicarboximides and their Cyclodehydration to Pyridopyrrolo-fused Heterocyclic Systems
Hitchings, Gregory J.,Vernon, John M.
, p. 1757 - 1763 (2007/10/02)
Grignard reactions of pyridine-2,3-dicarboximides involve attack at the carbonyl group closer to the pyridine nitrogen atom to give 7-hydroxypyrrolopyridin-5(7H)-one derivatives.Reduction of the same imides with sodium borohydride gives mixtures of regiosomeric hydroxy lactams, in which the 7-hydroxypyrrolopyridin-5-ones are the major components.Hydroxy lactams derived by either of these two methods from pyridine-2,3-dicarboximides containing N-benzyl, N-2-phenylethyl, N-2-(indol-3-yl)ethyl, or N-biphenyl-2-yl substituents are cyclised by heating in trifluoroacetic or polyphosphoric acid to give derivatives of new pyridopyrrolo-fused heterocyclic systems.
New fused heterocyclic systems derived from pyridine-2,3-dicarboximides
Hitchings, Gregory J.,Vernon, John M.
, p. 623 - 624 (2007/10/02)
α-Hydroxylactams (8), formed by regioselective reduction or Grignard addition to pyridine-2,3-dicarboximides (7), undergo acid-catalysed cyclodehydration to give the new pyrido[2′,3′: 3,4]-pyrrolo fused heterocyclic systems (10)-(13).
