Formation of the same pyrimido[1,2- a ]indoles from 1-(oxiran-2-ylmethyl)-1 H -indole or [1,3]oxazolo[3,2- a ]indole derivatives in its reactions with aromatic amines

A two-step approach towards the synthesis of imidazo[1,2-a]indoles from 2-chloroindole-3-carbaldehyde has been developed. It comprises the N-alkylation of indole ring by 2-bromo-1,1-diethoxyethane followed by a treatment with aromatic amine hydrochlorides. The reaction proceeds as a nucleophilic substitution of the chlorine atom at position 2 of the indole ring followed by cyclization along with the condensation at the aldehyde group. Imidazo[1,2-a]indoles were isolated as protonated Schiff bases. Their structure was proved by 1 H and 13 C NMR spectroscopy and X-ray structural analysis.

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Synthesis of N-fused polycyclic indoles via a Pd-catalyzed multicomponent cascade reaction consisting of an amide-directed [3+1+1] annulation reaction of 3-diazo oxindole and isocyanides

Soam,

Mandal,

Tyagi

2024

New J. Chem.

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Formation of the same pyrimido[1,2- a ]indoles from 1-(oxiran-2-ylmethyl)-1 H -indole or [1,3]oxazolo[3,2- a ]indole derivatives in its reactions with aromatic amines

Cited by 3 publications

References 12 publications

ChemInform Abstract: Formation of the Same Pyrimido[1,2‐a]indoles from 1‐(Oxiran‐2‐ylmethyl)‐1H‐indole or [1,3]Oxazolo[3,2‐a]indole Derivatives in Its Reactions with Aromatic Amines.

ChemInform Abstract: Formation of the Same Pyrimido[1,2‐a]indoles from 1‐(Oxiran‐2‐ylmethyl)‐1H‐indole or [1,3]Oxazolo[3,2‐a]indole Derivatives in Its Reactions with Aromatic Amines.

Synthesis of Imidazo[1,2-a]Indoles from 2-Chloroindole-3-Carbaldehyde

Synthesis of N-fused polycyclic indoles via a Pd-catalyzed multicomponent cascade reaction consisting of an amide-directed [3+1+1] annulation reaction of 3-diazo oxindole and isocyanides

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