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Related Experiment Video

Updated: Jun 24, 2025

Modification and Functionalization of the Guanidine Group by Tailor-made Precursors

Modification and Functionalization of the Guanidine Group by Tailor-made Precursors

Published on: April 27, 2017

Green Late-Stage Functionalization of Tryptamines.

Jiayi Xu¹, Yahui Zhang¹, Qiling Cai²

¹Key Laboratory of Molecule Synthesis and Function Discovery, College of Chemistry, Fuzhou University, Fuzhou, 350108, China.

Chemistry (Weinheim an Der Bergstrasse, Germany)

|June 13, 2024

Summary

A new, simple method uses sodium hypochlorite for oxidative halogenation of tryptamines, yielding high amounts of intermediates for further chemical reactions.

Keywords:

Autophagy Drug discovery Green chemistry Late-stage functionalization Tryptamines

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Preparation of 6-aminocyclohepta-2,4-dien-1-one Derivatives via Tricarbonyltroponeiron

Published on: August 12, 2019

Area of Science:

Organic Chemistry
Synthetic Chemistry

Background:

Tryptamines are important in biochemistry and drug discovery.
Efficient methods for functionalizing tryptamines are crucial for synthesizing complex molecules.

Purpose of the Study:

To develop a rapid and efficient protocol for the oxidative halogenation of tryptamines.
To provide versatile intermediates for further molecular elaboration.

Main Methods:

Oxidative halogenation of tryptamines using 10% aqueous sodium hypochlorite (NaClO).
Metal-free reaction conditions.
No purification required for intermediates.

Main Results:

Achieved high yields in the oxidative halogenation of tryptamines.
Generated key halogenated intermediates.
Demonstrated broad functional-group tolerance.
Successfully applied to late-stage functionalization of complex molecules.

Conclusions:

Developed a simple, high-yielding, and rapid oxidative halogenation method for tryptamines.
The protocol is metal-free and operationally simple.
The resulting intermediates are valuable for synthesizing diverse and complex molecules.