Access to α-Pyrazole and α-Triazole Derivatives of Ketones from Oxidative Heteroarylation of Silyl Enolethers

Sandeep Dhanju; Aidan C. Caravana; Regan J. Thomson

doi:10.1021/acs.orglett.0c03005

Access to α-Pyrazole and α-Triazole Derivatives of Ketones from Oxidative Heteroarylation of Silyl Enolethers

Sandeep Dhanju, Aidan C. Caravana, Regan J. Thomson^*

^*Corresponding author for this work

Chemistry

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

5 Scopus citations

Abstract

The synthesis of α-pyrazole and α-triazole derivatives of ketones by the ceric ammonium nitrate-mediated oxidative coupling of enolsilanes with heteroarenes is reported. The reaction proceeds under mild reaction conditions to provide a diversity of products, including sterically hindered fully substituted derivatives.

Original language	English (US)
Pages (from-to)	8055-8058
Number of pages	4
Journal	Organic Letters
Volume	22
Issue number	20
DOIs	https://doi.org/10.1021/acs.orglett.0c03005
State	Published - Oct 16 2020

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/acs.orglett.0c03005

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title = "Access to α-Pyrazole and α-Triazole Derivatives of Ketones from Oxidative Heteroarylation of Silyl Enolethers",

abstract = "The synthesis of α-pyrazole and α-triazole derivatives of ketones by the ceric ammonium nitrate-mediated oxidative coupling of enolsilanes with heteroarenes is reported. The reaction proceeds under mild reaction conditions to provide a diversity of products, including sterically hindered fully substituted derivatives. ",

author = "Sandeep Dhanju and Caravana, {Aidan C.} and Thomson, {Regan J.}",

note = "Funding Information: We gratefully acknowledge support from the National Institutes of Health (No. NIHGMS 1R01GM124089). Publisher Copyright: {\textcopyright} 2020 American Chemical Society.",

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AU - Caravana, Aidan C.

AU - Thomson, Regan J.

PY - 2020/10/16

Y1 - 2020/10/16

N2 - The synthesis of α-pyrazole and α-triazole derivatives of ketones by the ceric ammonium nitrate-mediated oxidative coupling of enolsilanes with heteroarenes is reported. The reaction proceeds under mild reaction conditions to provide a diversity of products, including sterically hindered fully substituted derivatives.

AB - The synthesis of α-pyrazole and α-triazole derivatives of ketones by the ceric ammonium nitrate-mediated oxidative coupling of enolsilanes with heteroarenes is reported. The reaction proceeds under mild reaction conditions to provide a diversity of products, including sterically hindered fully substituted derivatives.

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Access to α-Pyrazole and α-Triazole Derivatives of Ketones from Oxidative Heteroarylation of Silyl Enolethers

Abstract

ASJC Scopus subject areas

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