Synthesis of 14C‐labeled halogen substituted indole‐3‐acetic acids

Bruce G. Baldi; Janet Pernise Slovin; Jerry D. Cohen

doi:10.1002/jlcr.2580220309

Synthesis of ¹⁴C‐labeled halogen substituted indole‐3‐acetic acids

Bruce G. Baldi, Janet Pernise Slovin, Jerry D. Cohen

Horticultural Science

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

10 Scopus citations

Abstract

A general method for microscale synthesis of ¹⁴C‐labeled indole‐3‐acetic acids with halogen substitutions in the benzene ring is described. The method utilizes halogen substituted phenylhydrazines reacted with [¹⁴C]‐2‐oxoglutarate to generate the halogenated indole‐3‐acetic acid. 3‐Chlorophenyl‐hydrazine yielded a mixture of the 4 and 6 chloro compounds that was resolved by C₁₈‐reverse phase high performance liquid chromatography.

Original language	English (US)
Pages (from-to)	279-285
Number of pages	7
Journal	Journal of Labelled Compounds and Radiopharmaceuticals
Volume	22
Issue number	3
DOIs	https://doi.org/10.1002/jlcr.2580220309
State	Published - Mar 1985

Keywords

Chloroindole‐3‐acetic acid
Fischer indole synthesis
indole‐3‐acetic acid analogues
radiolabeled indoles

Publisher link

10.1002/jlcr.2580220309

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title = "Synthesis of 14C‐labeled halogen substituted indole‐3‐acetic acids",

abstract = "A general method for microscale synthesis of 14C‐labeled indole‐3‐acetic acids with halogen substitutions in the benzene ring is described. The method utilizes halogen substituted phenylhydrazines reacted with [14C]‐2‐oxoglutarate to generate the halogenated indole‐3‐acetic acid. 3‐Chlorophenyl‐hydrazine yielded a mixture of the 4 and 6 chloro compounds that was resolved by C18‐reverse phase high performance liquid chromatography.",

keywords = "Chloroindole‐3‐acetic acid, Fischer indole synthesis, indole‐3‐acetic acid analogues, radiolabeled indoles",

author = "Baldi, {Bruce G.} and Slovin, {Janet Pernise} and Cohen, {Jerry D.}",

year = "1985",

month = mar,

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language = "English (US)",

volume = "22",

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T1 - Synthesis of 14C‐labeled halogen substituted indole‐3‐acetic acids

AU - Baldi, Bruce G.

AU - Slovin, Janet Pernise

AU - Cohen, Jerry D.

PY - 1985/3

Y1 - 1985/3

N2 - A general method for microscale synthesis of 14C‐labeled indole‐3‐acetic acids with halogen substitutions in the benzene ring is described. The method utilizes halogen substituted phenylhydrazines reacted with [14C]‐2‐oxoglutarate to generate the halogenated indole‐3‐acetic acid. 3‐Chlorophenyl‐hydrazine yielded a mixture of the 4 and 6 chloro compounds that was resolved by C18‐reverse phase high performance liquid chromatography.

AB - A general method for microscale synthesis of 14C‐labeled indole‐3‐acetic acids with halogen substitutions in the benzene ring is described. The method utilizes halogen substituted phenylhydrazines reacted with [14C]‐2‐oxoglutarate to generate the halogenated indole‐3‐acetic acid. 3‐Chlorophenyl‐hydrazine yielded a mixture of the 4 and 6 chloro compounds that was resolved by C18‐reverse phase high performance liquid chromatography.

KW - Chloroindole‐3‐acetic acid

KW - Fischer indole synthesis

KW - indole‐3‐acetic acid analogues

KW - radiolabeled indoles

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U2 - 10.1002/jlcr.2580220309

DO - 10.1002/jlcr.2580220309

M3 - Article

AN - SCOPUS:0021999576

SN - 0362-4803

VL - 22

SP - 279

EP - 285

JO - Journal of Labelled Compounds and Radiopharmaceuticals

JF - Journal of Labelled Compounds and Radiopharmaceuticals

IS - 3

ER -