The kinetics of the N-formylation of piperidine and 3-methylpiperidine with chloral hydrate and 1,2,3,4-tetrahydroisoquinoline with chloral in toluene, have been investigated. The reactions are first order in both reactants. The formylation of piperidine is faster than that of I ,2,3,4-tetrahydroiso
The Synthesis of Spiro[tetrahydroisoquinoline-piperidines] and related compounds
✍ Scribed by Daniel Berney; Theodor Jauner
- Publisher
- John Wiley and Sons
- Year
- 1975
- Tongue
- German
- Weight
- 372 KB
- Volume
- 58
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
The reaction of 3,4‐dimethoxyphenethylamine with some cyclic aminoketones in the presence of polyphosphoric acid afforded 1‐spiro‐tetrahydroisoquinolines. A two‐step procedure starting from veratrylamine and amino‐ketones gave 3‐spiro‐tetrahydroisoquinolin‐4‐ones. The Schmidt rearrangement of 5,6‐dimethoxy‐3‐spiro‐indan‐1‐ones yielded 4‐spiro‐tetrahydroisoquinolin‐1‐ones.
📜 SIMILAR VOLUMES
## Abstract The title compounds **14–16** were obtained __via__ an intramolecular __Mannich__ condensation by treating **11–13** with CH~2~O at RT. The unsaturated ketones **14** and **15** were reduced to the allylic alcohols **18** and **19** respectively. Ring cleavage of compound **18** on trea