Rearrangement of imine double bond in activated quinazolinones: synthesis of phaitanthrin E
| Title | Rearrangement of imine double bond in activated quinazolinones: synthesis of phaitanthrin E |
| Publication Type | Journal Article |
| Year of Publication | 2017 |
| Authors | Vaidya, SD, Argade, NP |
| Journal | Indian Journal of Chemistry Section B-Organic Chemistry Including Medicinal Chemistry |
| Volume | 56 |
| Issue | 5 |
| Pagination | 527-530 |
| Date Published | MAY |
| Abstract | Wolff-Kishner reduction of tryptanthrin to indoloquinazolinone followed by lithium diisorpropylamide induced acylation of the active methylene group with methyl chloroformate directly furnishes the phaitanthrin E in very good yield. Similar acylations of indoloquinazolinone have also been performed with four different acyl chlorides. In all examples, facile rearrangement of imine double bond from quinazolinone to indole moiety to form the corresponding alpha,beta-unsaturated carbonyl system is observed. |
| Type of Journal (Indian or Foreign) | Indian |
| Impact Factor (IF) | 0.471 |
Divison category:
Organic Chemistry
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