Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 5-Methoxy-1H-indole-2-carbaldehyde, is researched, Molecular C10H9NO2, CAS is 21778-81-4, about Ergoline synthons: Synthesis of 3,4-dihydro-6-methoxybenz[cd]indol-5(1H)-one (6-methoxy-Uhle’s ketone) and 3,4-dihydrobenz[cd]indol-5(1H)-one (Uhle’s ketone) via a novel decarboxylation of indole-2-carboxylates.COA of Formula: C10H9NO2.
An efficient synthesis of a new substituted ergoline synthon 3,4-dihydro-6-methoxybenz[cd]indol-5(1H)-one (I, R = MeO) is described. The general synthetic strategy was also applied to the preparation of the known Uhle’s ketone [I (R = H)]. The key step, a formal decarboxylation of intermediate 2-carboxy-3,4-dihydrobenz[cd]indol-5(1H)-one, is accomplished by reduction of the Et ester to the indole-2-carboxaldehyde followed by catalytic decarbonylation to the parent indole using in situ generated Rh[1,3-bis(biphenylphosphino)propane]2+Cl- catalyst. The catalytic decarbonylation was extended to several other indole-2-carboxaldehydes and appears to be a general reaction of indole aldehydes.
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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem