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Related Experiment Video

Updated: Aug 12, 2025

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine

Published on: February 16, 2018

Six-Step Synthesis of (±)-Lysergic Acid.

Brian J Knight¹, Ryan C Harbit¹, Joel M Smith¹

¹Department of Chemistry and Biochemistry, Florida State University, 95 Chieftain Way, Tallahassee, Florida 32306, United States.

The Journal of Organic Chemistry

|January 30, 2023

Summary

This summary is machine-generated.

Researchers developed a concise 6-step synthesis for lysergic acid from simple aromatic compounds. This practical method uses coupling, dearomatization, and cyclization, enabling new neuroactive compound discovery.

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Last Updated: Aug 12, 2025

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Published on: November 2, 2016

Area of Science:

Organic Chemistry
Synthetic Chemistry
Medicinal Chemistry

Background:

Lysergic acid is a core structure in various psychoactive compounds.
Efficient synthesis of lysergic acid and its derivatives is crucial for drug discovery.
Existing synthetic routes can be lengthy and complex.

Purpose of the Study:

To develop a concise and practical synthesis of lysergic acid.
To demonstrate a novel synthetic strategy applicable to neuroactive compounds.
To synthesize a novel natural product derivative, 12-chlorolysergic acid.

Main Methods:

A 6-step synthetic strategy from commercial aromatic precursors.
Key reactions include coupling, dearomatization, and cyclization.
Utilized a halopyridine and a 4-haloindole derivative.

Main Results:

Achieved a concise synthesis of lysergic acid.
Successfully synthesized 12-chlorolysergic acid, a novel natural product derivative.
Demonstrated the utility of dearomative retrosynthetic analysis.

Conclusions:

The developed synthesis is practical and efficient.
The strategy facilitates the creation of novel lysergic acid derivatives.
This approach opens avenues for discovering new neuroactive compounds.