Synthesis of pyrazoles by a one-pot tandem cyclization-dehydrogenation approach on Pd/C/K-10 catalyst

Shainaz M. Landge; Allison Schmidt; Verona M. Outerbridge; Béla Török

doi:10.1055/s-2007-982545

Synthesis of pyrazoles by a one-pot tandem cyclization-dehydrogenation approach on Pd/C/K-10 catalyst

Shainaz M. Landge, Allison Schmidt, Verona M. Outerbridge, Béla Török

Biochemistry, Chemistry & Physics

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

67 Scopus citations

Abstract

A novel one-pot synthesis of substituted pyrazoles from chalcones and hydrazines via a tandem cyclization-dehydrogenation approach is described. This process is based on the use of a bifunctional noble-metal/solid-acid catalyst, Pd/C/K-10 montmorillonite and microwave irradiation under solvent-free conditions. The cyclization of chalcones with hydrazines readily takes place on the strong solid acid while the presence of the metal ensures the formation of the aromatic product through dehydrogenation. The reactions are complete in 30 minutes providing good yields and high selectivities.

Original language	English
Pages (from-to)	1600-1604
Number of pages	5
Journal	Synlett
Issue number	10
DOIs	https://doi.org/10.1055/s-2007-982545
State	Published - Jun 18 2007

Scopus Subject Areas

Organic Chemistry

Keywords

Bifunctional catalysis
Chalcones
Hydrazines
Microwave heating
Pyrazoles

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title = "Synthesis of pyrazoles by a one-pot tandem cyclization-dehydrogenation approach on Pd/C/K-10 catalyst",

abstract = "A novel one-pot synthesis of substituted pyrazoles from chalcones and hydrazines via a tandem cyclization-dehydrogenation approach is described. This process is based on the use of a bifunctional noble-metal/solid-acid catalyst, Pd/C/K-10 montmorillonite and microwave irradiation under solvent-free conditions. The cyclization of chalcones with hydrazines readily takes place on the strong solid acid while the presence of the metal ensures the formation of the aromatic product through dehydrogenation. The reactions are complete in 30 minutes providing good yields and high selectivities.",

keywords = "Bifunctional catalysis, Chalcones, Hydrazines, Microwave heating, Pyrazoles",

author = "Landge, \{Shainaz M.\} and Allison Schmidt and Outerbridge, \{Verona M.\} and B{\'e}la T{\"o}r{\"o}k",

note = "Synlett 2007(10): 1600-1604 DOI: 10.1055/s-2007-982545 {\textcopyright} Georg Thieme Verlag Stuttgart · New York Shainaz M. Landge, Allison Schmidt, Verona Outerbridge, B{\'e}la T{\"o}r{\"o}k*Department of Chemistry, University of Massachusetts Boston, 100 Morrissey Blvd., Boston, MA 02125, USAFax: +1(617)2876030; e-Mail: [email protected]; Further Information A novel one-pot synthesis of substituted pyrazoles from chalcones and hydrazines via a tandem cyclization-dehydrogenation approach is described.",

year = "2007",

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doi = "10.1055/s-2007-982545",

language = "English",

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journal = "Synlett",

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T1 - Synthesis of pyrazoles by a one-pot tandem cyclization-dehydrogenation approach on Pd/C/K-10 catalyst

AU - Landge, Shainaz M.

AU - Schmidt, Allison

AU - Outerbridge, Verona M.

AU - Török, Béla

N1 - Synlett 2007(10): 1600-1604 DOI: 10.1055/s-2007-982545 © Georg Thieme Verlag Stuttgart · New York Shainaz M. Landge, Allison Schmidt, Verona Outerbridge, Béla Török*Department of Chemistry, University of Massachusetts Boston, 100 Morrissey Blvd., Boston, MA 02125, USAFax: +1(617)2876030; e-Mail: [email protected]; Further Information A novel one-pot synthesis of substituted pyrazoles from chalcones and hydrazines via a tandem cyclization-dehydrogenation approach is described.

PY - 2007/6/18

Y1 - 2007/6/18

N2 - A novel one-pot synthesis of substituted pyrazoles from chalcones and hydrazines via a tandem cyclization-dehydrogenation approach is described. This process is based on the use of a bifunctional noble-metal/solid-acid catalyst, Pd/C/K-10 montmorillonite and microwave irradiation under solvent-free conditions. The cyclization of chalcones with hydrazines readily takes place on the strong solid acid while the presence of the metal ensures the formation of the aromatic product through dehydrogenation. The reactions are complete in 30 minutes providing good yields and high selectivities.

AB - A novel one-pot synthesis of substituted pyrazoles from chalcones and hydrazines via a tandem cyclization-dehydrogenation approach is described. This process is based on the use of a bifunctional noble-metal/solid-acid catalyst, Pd/C/K-10 montmorillonite and microwave irradiation under solvent-free conditions. The cyclization of chalcones with hydrazines readily takes place on the strong solid acid while the presence of the metal ensures the formation of the aromatic product through dehydrogenation. The reactions are complete in 30 minutes providing good yields and high selectivities.

KW - Bifunctional catalysis

KW - Chalcones

KW - Hydrazines

KW - Microwave heating

KW - Pyrazoles

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ER -

Synthesis of pyrazoles by a one-pot tandem cyclization-dehydrogenation approach on Pd/C/K-10 catalyst

Abstract

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Keywords

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