Evidence for a Radical Chain Mechanism for the Knabe Reaction of 1,2-Dihydro-2-methylpapaverine
A free radical chain mechanism is proposed for the Knabe reaction and the accompanying elimination reaction on account of their nonintegral reaction order and of successful inhibition experiments. 3,4-Dimethoxybenzyl radicals are the chain carrying species.Battersby's synthesis of N-methylpavine (19) from 1,2-dihydro-2-methylpapaverine (9) is dependent on the presence of formic acid as radical chain inhibitor.In the presence of inhibitors 1-benzyl-1,4-dihydro-2-methylisoquinolinium ions like 10 are persistent species whose chemistry can now be investigated.
Langhals, Elke,Langhals, Heinz,Ruechardt, Christoph
p. 1436 - 1454
(2007/10/02)
ON A REARRANGEMENT OF N-METHYL-1,2-DIHYDROPAPAVERINE WITH DILUTED ACIDS.
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KNABE,KUBITZ
p. 129 - 140
(2007/10/05)
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