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- Title
Pentafluorophenol (C<sub>6</sub>F<sub>5</sub>OH) Catalyzed Pictet‐Spengler Reaction: A Facile and Metal‐Free Approach Towards Tetrahydro‐β‐Carbolines.
- Authors
Mahato, Rina; Hazra, Chinmoy Kumar
- Abstract
Herein, we have disclosed pentafluorophenol as an operative catalyst for synthesizing (spirocyclic) tetrahydro‐β‐carbolines via the Pictet‐Spengler reaction. This straightforward catalytic protocol works under mild conditions resulting indole alkaloids in excellent yield with remarkable functional group tolerance, including late‐stage modifications. This transformation demonstrates a practical and adaptable approach to produce a highly effective gram‐scale synthesis of the natural alkaloid Komavine and enables the synthesis of the commercial drug Tadalafil.
- Subjects
PICTET-Spengler reaction; INDOLE alkaloids; DRUG synthesis; FUNCTIONAL groups; TADALAFIL
- Publication
Chemistry - A European Journal, 2023, Vol 29, Issue 27, p1
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.202203924