A novel one-pot method for the preparation of pyrazoles by 1,3-dipolar cycloadditions of diazo compounds generated in situ

VK Aggarwal; Javier Vicente-Fidalgo; RV Bonnert

doi:10.1021/jo0268409

A novel one-pot method for the preparation of pyrazoles by 1,3-dipolar cycloadditions of diazo compounds generated in situ

VK Aggarwal^*, Javier Vicente-Fidalgo, RV Bonnert

^*Corresponding author for this work

School of Chemistry

Research output: Contribution to journal › Article (Academic Journal) › peer-review

295 Citations (Scopus)

Abstract

A convenient one-pot procedure for the preparation of pyrazoles by 1,3-dipolar cycloaddition of diazo compounds generated in situ has been developed. Diazo compounds derived from aldehydes were reacted with terminal alkynes to furnish regioselectively 3,5-disubstituted pyrazoles. Furthermore, the reaction of N-vinylimidazole and diazo compounds derived from aldehydes gave exclusively 3-substituted pyrazoles in a one-pot process.

Translated title of the contribution	'A Novel One-pot Method for the Preparation of Pyrazoles by 1,3-Dipolar Cycloadditions of Diazo Compounds Generated in situ'
Original language	English
Pages (from-to)	5381-5383
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	68
Issue number	13
DOIs	https://doi.org/10.1021/jo0268409
Publication status	Published - 27 Jun 2003

Keywords

ASYMMETRIC-SYNTHESIS
DIAZOALKANES

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title = "A novel one-pot method for the preparation of pyrazoles by 1,3-dipolar cycloadditions of diazo compounds generated in situ",

abstract = "A convenient one-pot procedure for the preparation of pyrazoles by 1,3-dipolar cycloaddition of diazo compounds generated in situ has been developed. Diazo compounds derived from aldehydes were reacted with terminal alkynes to furnish regioselectively 3,5-disubstituted pyrazoles. Furthermore, the reaction of N-vinylimidazole and diazo compounds derived from aldehydes gave exclusively 3-substituted pyrazoles in a one-pot process.",

keywords = "ASYMMETRIC-SYNTHESIS, DIAZOALKANES",

author = "VK Aggarwal and Javier Vicente-Fidalgo and RV Bonnert",

year = "2003",

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doi = "10.1021/jo0268409",

language = "English",

volume = "68",

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journal = "Journal of Organic Chemistry",

issn = "1520-6904",

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T1 - A novel one-pot method for the preparation of pyrazoles by 1,3-dipolar cycloadditions of diazo compounds generated in situ

AU - Aggarwal, VK

AU - Vicente-Fidalgo, Javier

AU - Bonnert, RV

PY - 2003/6/27

Y1 - 2003/6/27

N2 - A convenient one-pot procedure for the preparation of pyrazoles by 1,3-dipolar cycloaddition of diazo compounds generated in situ has been developed. Diazo compounds derived from aldehydes were reacted with terminal alkynes to furnish regioselectively 3,5-disubstituted pyrazoles. Furthermore, the reaction of N-vinylimidazole and diazo compounds derived from aldehydes gave exclusively 3-substituted pyrazoles in a one-pot process.

AB - A convenient one-pot procedure for the preparation of pyrazoles by 1,3-dipolar cycloaddition of diazo compounds generated in situ has been developed. Diazo compounds derived from aldehydes were reacted with terminal alkynes to furnish regioselectively 3,5-disubstituted pyrazoles. Furthermore, the reaction of N-vinylimidazole and diazo compounds derived from aldehydes gave exclusively 3-substituted pyrazoles in a one-pot process.

KW - ASYMMETRIC-SYNTHESIS

KW - DIAZOALKANES

U2 - 10.1021/jo0268409

DO - 10.1021/jo0268409

M3 - Article (Academic Journal)

SN - 1520-6904

VL - 68

SP - 5381

EP - 5383

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 13

ER -

A novel one-pot method for the preparation of pyrazoles by 1,3-dipolar cycloadditions of diazo compounds generated in situ

Abstract

Keywords

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