Preparation and reactivity of 5-substituted azepino[3,4-b]indoles
✍ Scribed by C. Montagne; N. Laurent; B. Joseph; J.-Y. Mérour
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2005
- Tongue
- English
- Weight
- 179 KB
- Volume
- 42
- Category
- Article
- ISSN
- 0022-152X
No coin nor oath required. For personal study only.
✦ Synopsis
Preparation of the 5-substituted azepino [3,4-b]indole core structure can be realised through a catalytic Heck reaction. The scope and limitations of this methodology are reported. The reactivity of di-tert-butyl 5ethoxycarbonylmethylene-1,3,4,5-tetrahydro-1-oxoazepino[3,4-b]indole-2,10-dicarboxylate (1) was investigated in order to prepare the indole analogue of hymenialdisine and derivatives.
📜 SIMILAR VOLUMES
## Abstract Cyclic β‐amino esters **4**, obtained from lactams, were condensed with indole‐2‐carbonyl chloride to afford the corresponding amides. Similarly, unusual conditions led to cyclisation at the 3‐position of the indole moiety in the presence of __p__TSA and ethylene glycol to afford previo
## Abstract The synthesis of some new pyrazolo[3′,4′:6,7]azepino[5,4,3‐__cd__] indoles **(10a‐c)** was achieved __via__ regios‐elective cyclization of the respective 3‐(4‐acylaminopyrazol‐5‐yl)indoles **(9a‐c)** under Bischler‐Napieralski reaction conditions. The latter compounds were obtained by a