A general synthesis of bis-indolylpiperazine-2,5-diones

Stephen Crooke; Christine Whitlock

doi:10.3390/molecules171214841

A general synthesis of bis-indolylpiperazine-2,5-diones

Molecules. 2012 Dec 13;17(12):14841-5. doi: 10.3390/molecules171214841.

Authors

Stephen Crooke¹, Christine Whitlock

Affiliation

¹ Department of Chemistry and Biochemistry, Georgia Institute of Technology, 901 Atlantic Drive, Atlanta, GA 30332, USA. cwhitlock@georgiasouthern.edu

Abstract

The one-pot synthesis of three dragmacidin derivatives is reported. Sarcosine anhydride (4) is brominated and immediately reacted with the corresponding indole to produce the products, namely 3,6-bis(5'-methoxy-3'-indolyl)-1,4-dimethylpiperazine-2,5-dione (1), 3,6-bis(7'-methyl-3'-indolyl)-1,4-dimethylpiperazine-2,5-dione (2) and 3,6-bis-(6'-chloro-3'-indolyl)-1,4-dimethylpiperazine-2,5-dione (3), which are characterized by 1H-NMR.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Diketopiperazines / chemical synthesis*
Indoles / chemical synthesis
Magnetic Resonance Spectroscopy
Piperazines / chemical synthesis*

Substances

Diketopiperazines
Indoles
Piperazines
1,4-dimethylpiperazine