Pd/C-mediated synthesis of (Z)-3-alkylidenephthalides of potential pharmacological interest

D. Rambabu; G. Pavan Kumar; Barange Deepak Kumar; Ravikumar Kapavarapu; M. V.Basaveswara Rao; Manojit Pal

doi:10.1016/j.tetlet.2013.03.121

Pd/C-mediated synthesis of (Z)-3-alkylidenephthalides of potential pharmacological interest

D. Rambabu, G. Pavan Kumar, Barange Deepak Kumar, Ravikumar Kapavarapu, M. V.Basaveswara Rao, Manojit Pal

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

28 Scopus citations

Abstract

The coupling of o-bromobenzoic acid with terminal alkynes using 10% Pd/C-Et₃N-CuI-PPh₃ as a catalyst system leads to the synthesis of (Z)-3-alkylidenephthalides as the major product along with the traces of isocoumarin when the reaction was performed in 1,4-dioxane. The methodology afforded a range of compounds including (Z)-3-(4-(methylsulfonyl) benzylidene)isobenzofuran-1(3H)-one of potential pharmacological interest.

Original language	English
Pages (from-to)	2989-2995
Number of pages	7
Journal	Tetrahedron Letters
Volume	54
Issue number	23
DOIs	https://doi.org/10.1016/j.tetlet.2013.03.121
State	Published - 5 Jun 2013
Externally published	Yes

Keywords

3-Alkylidenephthalides
Alkynes
Coupling
Pd/C

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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title = "Pd/C-mediated synthesis of (Z)-3-alkylidenephthalides of potential pharmacological interest",

abstract = "The coupling of o-bromobenzoic acid with terminal alkynes using 10% Pd/C-Et3N-CuI-PPh3 as a catalyst system leads to the synthesis of (Z)-3-alkylidenephthalides as the major product along with the traces of isocoumarin when the reaction was performed in 1,4-dioxane. The methodology afforded a range of compounds including (Z)-3-(4-(methylsulfonyl) benzylidene)isobenzofuran-1(3H)-one of potential pharmacological interest.",

keywords = "3-Alkylidenephthalides, Alkynes, Coupling, Pd/C",

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year = "2013",

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T1 - Pd/C-mediated synthesis of (Z)-3-alkylidenephthalides of potential pharmacological interest

AU - Rambabu, D.

AU - Kumar, G. Pavan

AU - Kumar, Barange Deepak

AU - Kapavarapu, Ravikumar

AU - Rao, M. V.Basaveswara

AU - Pal, Manojit

PY - 2013/6/5

Y1 - 2013/6/5

N2 - The coupling of o-bromobenzoic acid with terminal alkynes using 10% Pd/C-Et3N-CuI-PPh3 as a catalyst system leads to the synthesis of (Z)-3-alkylidenephthalides as the major product along with the traces of isocoumarin when the reaction was performed in 1,4-dioxane. The methodology afforded a range of compounds including (Z)-3-(4-(methylsulfonyl) benzylidene)isobenzofuran-1(3H)-one of potential pharmacological interest.

AB - The coupling of o-bromobenzoic acid with terminal alkynes using 10% Pd/C-Et3N-CuI-PPh3 as a catalyst system leads to the synthesis of (Z)-3-alkylidenephthalides as the major product along with the traces of isocoumarin when the reaction was performed in 1,4-dioxane. The methodology afforded a range of compounds including (Z)-3-(4-(methylsulfonyl) benzylidene)isobenzofuran-1(3H)-one of potential pharmacological interest.

KW - 3-Alkylidenephthalides

KW - Alkynes

KW - Coupling

KW - Pd/C

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M3 - Article

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SN - 0040-4039

VL - 54

SP - 2989

EP - 2995

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 23

ER -

Pd/C-mediated synthesis of (Z)-3-alkylidenephthalides of potential pharmacological interest

Abstract

Keywords

ASJC Scopus subject areas

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