Reactions 1‐acetyl‐3‐oxo‐2,3‐dihydroindole with alkyl 2‐cyano‐3‐alkoxypropenoate and alkyl 2‐alkoxycarbonyl‐3‐alkoxy‐propenoate. Synthesis of 9‐acetoxypyrrolo[1,2‐ a ]indol‐3‐one derivatives | Zendy

Mérour J. Y. | Zendy; Piroëlle S. | Zendy

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Reactions 1‐acetyl‐3‐oxo‐2,3‐dihydroindole with alkyl 2‐cyano‐3‐alkoxypropenoate and alkyl 2‐alkoxycarbonyl‐3‐alkoxy‐propenoate. Synthesis of 9‐acetoxypyrrolo[1,2‐ a ]indol‐3‐one derivatives

Author(s) -

Mérour J. Y.,

Piroëlle S.

Publication year - 1991

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570280812

Subject(s) - chemistry , acetic anhydride , alkyl , sodium hydride , alkoxy group , medicinal chemistry , organic chemistry , acetylation , catalysis , biochemistry , gene

1‐Acetyl‐3‐oxo‐2,3‐dihydroindole reacted with methyl 2‐cyano‐3‐methoxypropenoate and ethyl 2‐cyano‐3‐ethoxypropenoate in the presence of sodium hydride, affording compounds 3 (2‐(2‐cyano‐2‐alkoxycarbonyl‐vinyl)‐3‐hydroxyindole). Methyl 2‐methoxycarbonyl‐3‐methoxypropenoate gave compounds 4 or compounds 5 (in the presence of Triton B). Heating compounds 3 or their acetylated derivatives in acetic anhydride at reflux afforded 9‐acetoxy‐(3 H )‐pyrrolo[1,2‐ a ]indol‐3‐one 8 .

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