Synthesis of symmetrical diarylalkyne from palladium-catalyzed decarboxylative couplings of propiolic acid and aryl bromides under water

Kyungho Park; Goun Bae; Ahbyeol Park; Yong Kim; Jaehoon Choe; Kwang Ho Song; Sunwoo Lee

doi:10.1016/j.tetlet.2010.11.110

Synthesis of symmetrical diarylalkyne from palladium-catalyzed decarboxylative couplings of propiolic acid and aryl bromides under water

Kyungho Park, Goun Bae, Ahbyeol Park, Yong Kim, Jaehoon Choe, Kwang Ho Song, Sunwoo Lee

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

45 Citations (Scopus)

Abstract

Symmetric diarylalkynes were obtained from the decarboxylative coupling reactions of aryl bromides and propiolic acid in water solvent condition. In the presence of phase transfer surfactant C₁₈H₃₇N(CH ₃)₃Cl, the catalytic system of both Pd(PPh ₃)₂Cl₂/dppb and Pd(TPPMS)₂Cl ₂/TPPMS afforded the desired coupled products in good yields.

Original language	English
Pages (from-to)	576-580
Number of pages	5
Journal	Tetrahedron Letters
Volume	52
Issue number	5
DOIs	https://doi.org/10.1016/j.tetlet.2010.11.110
Publication status	Published - 2011 Feb 2
Externally published	Yes

Bibliographical note

Funding Information:
This work was supported by the Korea Research Foundation Grant funded by the Korean Government ( MOEHRD , Basic Research Promotion Fund) (KRF-2008-314-D00070).

Keywords

Decarboxylative coupling
Microwave
Palladium
Propiolic acid
Water

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2010.11.110

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title = "Synthesis of symmetrical diarylalkyne from palladium-catalyzed decarboxylative couplings of propiolic acid and aryl bromides under water",

abstract = "Symmetric diarylalkynes were obtained from the decarboxylative coupling reactions of aryl bromides and propiolic acid in water solvent condition. In the presence of phase transfer surfactant C18H37N(CH 3)3Cl, the catalytic system of both Pd(PPh 3)2Cl2/dppb and Pd(TPPMS)2Cl 2/TPPMS afforded the desired coupled products in good yields.",

keywords = "Decarboxylative coupling, Microwave, Palladium, Propiolic acid, Water",

author = "Kyungho Park and Goun Bae and Ahbyeol Park and Yong Kim and Jaehoon Choe and Song, {Kwang Ho} and Sunwoo Lee",

note = "Funding Information: This work was supported by the Korea Research Foundation Grant funded by the Korean Government ( MOEHRD , Basic Research Promotion Fund) (KRF-2008-314-D00070). ",

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T1 - Synthesis of symmetrical diarylalkyne from palladium-catalyzed decarboxylative couplings of propiolic acid and aryl bromides under water

AU - Park, Kyungho

AU - Bae, Goun

AU - Park, Ahbyeol

AU - Kim, Yong

AU - Choe, Jaehoon

AU - Song, Kwang Ho

AU - Lee, Sunwoo

N1 - Funding Information: This work was supported by the Korea Research Foundation Grant funded by the Korean Government ( MOEHRD , Basic Research Promotion Fund) (KRF-2008-314-D00070).

PY - 2011/2/2

Y1 - 2011/2/2

N2 - Symmetric diarylalkynes were obtained from the decarboxylative coupling reactions of aryl bromides and propiolic acid in water solvent condition. In the presence of phase transfer surfactant C18H37N(CH 3)3Cl, the catalytic system of both Pd(PPh 3)2Cl2/dppb and Pd(TPPMS)2Cl 2/TPPMS afforded the desired coupled products in good yields.

AB - Symmetric diarylalkynes were obtained from the decarboxylative coupling reactions of aryl bromides and propiolic acid in water solvent condition. In the presence of phase transfer surfactant C18H37N(CH 3)3Cl, the catalytic system of both Pd(PPh 3)2Cl2/dppb and Pd(TPPMS)2Cl 2/TPPMS afforded the desired coupled products in good yields.

KW - Decarboxylative coupling

KW - Microwave

KW - Palladium

KW - Propiolic acid

KW - Water

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DO - 10.1016/j.tetlet.2010.11.110

M3 - Article

AN - SCOPUS:78651064511

SN - 0040-4039

VL - 52

SP - 576

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 5

ER -

Synthesis of symmetrical diarylalkyne from palladium-catalyzed decarboxylative couplings of propiolic acid and aryl bromides under water

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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