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

Stephen N. Crooke; Christine Whitlock

doi:10.3390/molecules171214841

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

Stephen N. Crooke, Christine Whitlock

Biochemistry, Chemistry & Physics

Georgia Southern University

Research output: Contribution to journal › Article › peer-review

5 Scopus citations

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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.

Original language	English
Pages (from-to)	14841-14845
Number of pages	5
Journal	Molecules
Volume	17
Issue number	12
DOIs	https://doi.org/10.3390/molecules171214841
State	Published - Dec 2012

Scopus Subject Areas

Analytical Chemistry
Chemistry (miscellaneous)
Molecular Medicine
Pharmaceutical Science
Drug Discovery
Physical and Theoretical Chemistry
Organic Chemistry

Keywords

Bromination
Dragmacidin derivatives
Indole

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10.3390/molecules171214841

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title = "A general synthesis of bis-indolylpiperazine-2,5-diones",

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.",

keywords = "Bromination, Dragmacidin derivatives, Indole",

author = "Crooke, {Stephen N.} and Christine Whitlock",

year = "2012",

month = dec,

doi = "10.3390/molecules171214841",

language = "English",

volume = "17",

pages = "14841--14845",

journal = "Molecules",

issn = "1420-3049",

publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",

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T1 - A general synthesis of bis-indolylpiperazine-2,5-diones

AU - Crooke, Stephen N.

AU - Whitlock, Christine

PY - 2012/12

Y1 - 2012/12

N2 - 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.

AB - 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.

KW - Bromination

KW - Dragmacidin derivatives

KW - Indole

UR - http://www.scopus.com/inward/record.url?scp=84871566488&partnerID=8YFLogxK

U2 - 10.3390/molecules171214841

DO - 10.3390/molecules171214841

M3 - Article

SN - 1420-3049

VL - 17

SP - 14841

EP - 14845

JO - Molecules

JF - Molecules

IS - 12

ER -

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

Abstract

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Keywords

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