Synthesis of substituted pyrazoles via tandem cross-coupling/ electrocyclization of enol triflates and diazoacetates

David J. Babinski; Hector R. Aguilar; Raymond Still; Doug E. Frantz

doi:10.1021/jo201042c

Synthesis of substituted pyrazoles via tandem cross-coupling/ electrocyclization of enol triflates and diazoacetates

David J. Babinski
, Hector R. Aguilar
, Raymond Still
, Doug E. Frantz

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

79 Scopus citations

Abstract

The synthesis of 3,4,5-trisubstituted pyrazoles via a tandem catalytic cross-coupling/electrocyclization of enol triflates and diazoacetates is presented. The initial scope of this methodology is demonstrated on a range of differentially substituted acyclic and cyclic enol triflates as well as an elaborated set of diazoacetates to provide the corresponding pyrazoles with a high degree of structural complexity.

Original language	English
Pages (from-to)	5915-5923
Number of pages	9
Journal	Journal of Organic Chemistry
Volume	76
Issue number	15
DOIs	https://doi.org/10.1021/jo201042c
State	Published - Aug 5 2011

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10.1021/jo201042c

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title = "Synthesis of substituted pyrazoles via tandem cross-coupling/ electrocyclization of enol triflates and diazoacetates",

abstract = "The synthesis of 3,4,5-trisubstituted pyrazoles via a tandem catalytic cross-coupling/electrocyclization of enol triflates and diazoacetates is presented. The initial scope of this methodology is demonstrated on a range of differentially substituted acyclic and cyclic enol triflates as well as an elaborated set of diazoacetates to provide the corresponding pyrazoles with a high degree of structural complexity.",

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AU - Babinski, David J.

AU - Aguilar, Hector R.

AU - Still, Raymond

AU - Frantz, Doug E.

PY - 2011/8/5

Y1 - 2011/8/5

N2 - The synthesis of 3,4,5-trisubstituted pyrazoles via a tandem catalytic cross-coupling/electrocyclization of enol triflates and diazoacetates is presented. The initial scope of this methodology is demonstrated on a range of differentially substituted acyclic and cyclic enol triflates as well as an elaborated set of diazoacetates to provide the corresponding pyrazoles with a high degree of structural complexity.

AB - The synthesis of 3,4,5-trisubstituted pyrazoles via a tandem catalytic cross-coupling/electrocyclization of enol triflates and diazoacetates is presented. The initial scope of this methodology is demonstrated on a range of differentially substituted acyclic and cyclic enol triflates as well as an elaborated set of diazoacetates to provide the corresponding pyrazoles with a high degree of structural complexity.

UR - https://www.scopus.com/pages/publications/79961040633

U2 - 10.1021/jo201042c

DO - 10.1021/jo201042c

M3 - Article

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AN - SCOPUS:79961040633

SN - 0022-3263

VL - 76

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JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 15

ER -

Synthesis of substituted pyrazoles via tandem cross-coupling/ electrocyclization of enol triflates and diazoacetates

Abstract

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