A Rapid and Efficient Sonogashira Protocol and Improved Synthesis of Free Fatty Acid 1 (FFA1) Receptor Agonists

Elisabeth Christiansen; Maria E Due-Hansen; Trond Ulven

doi:10.1021/jo902533p

A Rapid and Efficient Sonogashira Protocol and Improved Synthesis of Free Fatty Acid 1 (FFA1) Receptor Agonists

Elisabeth Christiansen, Maria E Due-Hansen, Trond Ulven

13 Citations (Scopus)

Abstract

(Chemical Equation Presented) Aprotocol for rapid and efficient Pd/Cu-catalyzed coupling of aryl bromides and iodides to terminal alkynes has been developed with use of 2-(di-tert-butylphosphino)-N-phenylindole (cataCXium PIntB) as ligand inTMEDA and water. The new protocol successfully couples substrates which failed with standard Sonogashira conditions, and enables an efficient general synthetic route to free fatty acid 1 (FFA1) receptor ligands from 3-(4-bromophenyl)-propionic acid.

Original language	English
Journal	Journal of Organic Chemistry
Volume	75
Issue number	4
Pages (from-to)	1301-1304
Number of pages	4
ISSN	0022-3263
DOIs	https://doi.org/10.1021/jo902533p
Publication status	Published - 19 Feb 2010
Externally published	Yes

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title = "A Rapid and Efficient Sonogashira Protocol and Improved Synthesis of Free Fatty Acid 1 (FFA1) Receptor Agonists",

abstract = "(Chemical Equation Presented) Aprotocol for rapid and efficient Pd/Cu-catalyzed coupling of aryl bromides and iodides to terminal alkynes has been developed with use of 2-(di-tert-butylphosphino)-N-phenylindole (cataCXium PIntB) as ligand inTMEDA and water. The new protocol successfully couples substrates which failed with standard Sonogashira conditions, and enables an efficient general synthetic route to free fatty acid 1 (FFA1) receptor ligands from 3-(4-bromophenyl)-propionic acid.",

author = "Elisabeth Christiansen and Due-Hansen, {Maria E} and Trond Ulven",

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doi = "10.1021/jo902533p",

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journal = "Journal of Organic Chemistry",

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T1 - A Rapid and Efficient Sonogashira Protocol and Improved Synthesis of Free Fatty Acid 1 (FFA1) Receptor Agonists

AU - Christiansen, Elisabeth

AU - Due-Hansen, Maria E

AU - Ulven, Trond

PY - 2010/2/19

Y1 - 2010/2/19

N2 - (Chemical Equation Presented) Aprotocol for rapid and efficient Pd/Cu-catalyzed coupling of aryl bromides and iodides to terminal alkynes has been developed with use of 2-(di-tert-butylphosphino)-N-phenylindole (cataCXium PIntB) as ligand inTMEDA and water. The new protocol successfully couples substrates which failed with standard Sonogashira conditions, and enables an efficient general synthetic route to free fatty acid 1 (FFA1) receptor ligands from 3-(4-bromophenyl)-propionic acid.

AB - (Chemical Equation Presented) Aprotocol for rapid and efficient Pd/Cu-catalyzed coupling of aryl bromides and iodides to terminal alkynes has been developed with use of 2-(di-tert-butylphosphino)-N-phenylindole (cataCXium PIntB) as ligand inTMEDA and water. The new protocol successfully couples substrates which failed with standard Sonogashira conditions, and enables an efficient general synthetic route to free fatty acid 1 (FFA1) receptor ligands from 3-(4-bromophenyl)-propionic acid.

U2 - 10.1021/jo902533p

DO - 10.1021/jo902533p

M3 - Journal article

SN - 0022-3263

VL - 75

SP - 1301

EP - 1304

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 4

ER -

A Rapid and Efficient Sonogashira Protocol and Improved Synthesis of Free Fatty Acid 1 (FFA1) Receptor Agonists

Abstract

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