ACADSTAFF UGM
| Title | : | Mannich reactions of activated 4,6-dimethoxyindoles |
| Author | : |
Prof. Drs. Bambang Purwono, M.Sc., Ph.D. (1) Naresh Kumar (2) David StC. Black (3) |
| Date | : | 10 2021 |
| Keyword | : | Mannich reaction, indoles, quinazolines, imines, macrocycles, diindolylmethanes Mannich reaction, indoles, quinazolines, imines, macrocycles, diindolylmethanes |
| Abstract | : | Mannich reactions of 4,6-dimethoxy-2,3-disubstituted indoles with bis(aminol)ethers catalysed by trifluoroacetic anhydride give pyrroloquinazoline derivatives through reaction at C7 and N1. 3-(4Chlorophenyl)-4,6-dimethoxyindoles with electron withdrawing substituents at C7 react with formaldehyde and dimethylamine to give the corresponding 2-dimethylaminomethyl derivatives. They also react with N,N-bis(methoxymethyl)benzylamine catalysed by trichloromethylsilane to give Mannich base C2-linked diindole compounds. More strongly acidic conditions (e.g. trifluoroacetic anhydride) favour the formation of 2,2’-diindolylmethanes, which are preferably generated from the indoles by reaction with formaldehyde in methanolic hydrochloric acid. Reactions of a Mannich base C2-linked diindole 7,7’-dicarbaldehyde with 1,2-diaminobenzene and 1,2-diaminoethane give macrocyclic diimines, and a nickel(II)complex of one of these is reported. |
| Group of Knowledge | : | Kimia |
| Original Language | : | English |
| Level | : | Internasional |
| Status | : |
Published
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| No | Title | Action |
|---|---|---|
| 1 |
2021-Arkivoc-Daid Black-1.pdf
Document Type : [PAK] Full Dokumen
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