𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Synthesis of Tetrahydro-β-carbolines and Studies of the Pictet–Spengler Reaction

✍ Scribed by Pierre Ducrot; Cherif Rabhi; Claude Thal

Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
270 KB
Volume
56
Category
Article
ISSN
0040-4020

No coin nor oath required. For personal study only.

✦ Synopsis

AbstractÐTetrahydro-b-carbolines have been prepared in a diastereomerically pure form by a short, ef®cient synthetic sequence consisting of reaction of a-aminoaldehydes with tryptamine. A study was made of the major factors affecting the stereoselectivity of the Pictet± Spengler reaction.

📜 SIMILAR VOLUMES

Pictet–Spengler synthesis of tetrahydro-
Pictet–Spengler synthesis of tetrahydro-β-carbolines using vinylsulfonylmethyl resin
✍ Richard V. Connors; Alex J. Zhang; Stephen J. Shuttleworth 📂 Article 📅 2002 🏛 Elsevier Science 🌐 French ⚖ 158 KB

A novel, solid phase Pictet-Spengler synthesis has been developed using vinylsulfonylmethyl resin. A library of 800 structurally diverse tetrahydro-b-carbolines was prepared in a four-step sequence starting from tryptamines. The final resin cleavage step enabled the introduction of a basic tertiary

Pictet-spengler synthesis of pyrazole-fu
Pictet-spengler synthesis of pyrazole-fused β-carbolines
✍ Ismail I. Fasfous; Mustafa M. El-Abadelah; Salim S. Sabri 📂 Article 📅 2002 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 40 KB

## Abstract The synthesis of new pyrazolo[4,3‐__c__]β‐carbolines (**8a,b**) is achieved by condensation of the appropriate aldehyde with 3‐(4‐amino‐1,3‐dimethylpyrazol‐5‐yl)indole (**4**) under Pictet‐Spengler reaction conditions. Regioselective cyclization occurred at the usual indole C‐2 position