Synthesis of N-methyl-4-pyridyl-1,2,3,4-tetrahydroisoquinolines via a pictet-spengler cyclisation
✍ Scribed by Laurence Prat; Vincent Levacher; Georges Dupas; Guy Quéguiner; Jean Bourguignon; Ronan Bureau; Cyril Daveu
- Book ID
- 102343295
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2000
- Tongue
- English
- Weight
- 345 KB
- Volume
- 37
- Category
- Article
- ISSN
- 0022-152X
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
The synthesis of N‐methyl‐4‐pyridyl‐1,2,3,4‐tetrahydroisoquinolines (6a,b,c) was achieved via a Pictet‐Spengler cyclization of an activated amino group derivatized in a carbamate form. The obtained compounds have been designed as potential serotonin analogs.
📜 SIMILAR VOLUMES
The reaction of N-suifonyl-~-phenethylamines with a-chloro-a-phenylseleno acetate/propionate esters under Lewis acid promotion gives moderate to good yields of the corresponding 1,2,3,4-tetrahydroisoquinoline-lcarboxylates. Varying degrees of diastereoselection were obtained using chiral sulfonamide