So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Meyer, Michael D.; Kruse, Lawrence I. researched the compound: 5-Methoxy-1H-indole-2-carbaldehyde( cas:21778-81-4 ).Safety of 5-Methoxy-1H-indole-2-carbaldehyde.They published the article 《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》 about this compound( cas:21778-81-4 ) in Journal of Organic Chemistry. Keywords: rhodium complex decarbonylation catalyst; Uhle ketone methoxy; benzindolone; ergoline synthon methoxybenzindolone; indolecarboxaldehyde decarbonylation catalyst. We’ll tell you more about this compound (cas:21778-81-4).
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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