- Regioselective Formation of Hydroxy Lactams from Pyridine-2,3-dicarboximides and their Cyclodehydration to Pyridopyrrolo-fused Heterocyclic Systems
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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.
- Hitchings, Gregory J.,Vernon, John M.
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p. 1757 - 1763
(2007/10/02)
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- Magnesium Ion Assisted Highly Regio- and Chemoselective Reduction of 5H-Pyrrolopyridine-5,7(6H)-diones with Sodium Borohydride. A Convenient Synthesis of 6,7-Dihydro-7-hydroxy-5H-pyrrolopyridin-5-ones
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6-Substituted and unsubstituted 6,7-dihydro-7-hydroxy-5H-pyrrolopyridin-5-ones were predominantly obtained in excellent yield by the reduction of the corresponding 5,7-diones with sodium borohydride in the presence of Mg ion at 0 deg C.The highly r
- Goto, Takehiko,Konno, Michio,Saito, Minoru,Sato, Ryu
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p. 1205 - 1210
(2007/10/02)
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