Lewis Acid-Catalyzed Csp3-H Functionalization of Methyl Azaarenes with α-Trifluoromethyl Carbonyl Compounds

Vincent B. Graves; Abid Shaikh

doi:10.1016/j.tetlet.2012.12.013

Lewis Acid-Catalyzed Csp3-H Functionalization of Methyl Azaarenes with α-Trifluoromethyl Carbonyl Compounds

Vincent B. Graves
, Abid Shaikh

Biochemistry, Chemistry & Physics

Georgia Southern University

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

62 Scopus citations

Abstract

A Lewis acid promoted Csp³-H bond functionalization of methyl azaarenes with α-trifluoromethylated carbonyl compounds is described. Catalytic amounts of Yb(OTf)₃ provided a straightforward access to the corresponding trifluoromethylated alcohols in excellent yields up to 94% under mild reaction conditions.

Original language	American English
Journal	Tetrahedron Letters
Volume	54
DOIs	https://doi.org/10.1016/j.tetlet.2012.12.013
State	Published - Jan 1 2013

Disciplines

Chemistry

Keywords

Azaarenes
Catalysis
C–H functionalization
Lewis acid
Trifluoromethyl ketone

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10.1016/j.tetlet.2012.12.013License: Unspecified

http://dx.doi.org/10.1016/j.tetlet.2012.12.013

Cite this

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title = "Lewis Acid-Catalyzed Csp3-H Functionalization of Methyl Azaarenes with α-Trifluoromethyl Carbonyl Compounds",

abstract = "A Lewis acid promoted Csp3-H bond functionalization of methyl azaarenes with α-trifluoromethylated carbonyl compounds is described. Catalytic amounts of Yb(OTf)3 provided a straightforward access to the corresponding trifluoromethylated alcohols in excellent yields up to 94\% under mild reaction conditions.",

keywords = "Azaarenes, Catalysis, C–H functionalization, Lewis acid, Trifluoromethyl ketone",

author = "Graves, \{Vincent B.\} and Abid Shaikh",

year = "2013",

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day = "1",

doi = "10.1016/j.tetlet.2012.12.013",

language = "American English",

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journal = "Tetrahedron Letters",

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T1 - Lewis Acid-Catalyzed Csp3-H Functionalization of Methyl Azaarenes with α-Trifluoromethyl Carbonyl Compounds

AU - Graves, Vincent B.

AU - Shaikh, Abid

PY - 2013/1/1

Y1 - 2013/1/1

N2 - A Lewis acid promoted Csp3-H bond functionalization of methyl azaarenes with α-trifluoromethylated carbonyl compounds is described. Catalytic amounts of Yb(OTf)3 provided a straightforward access to the corresponding trifluoromethylated alcohols in excellent yields up to 94% under mild reaction conditions.

AB - A Lewis acid promoted Csp3-H bond functionalization of methyl azaarenes with α-trifluoromethylated carbonyl compounds is described. Catalytic amounts of Yb(OTf)3 provided a straightforward access to the corresponding trifluoromethylated alcohols in excellent yields up to 94% under mild reaction conditions.

KW - Azaarenes

KW - Catalysis

KW - C–H functionalization

KW - Lewis acid

KW - Trifluoromethyl ketone

UR - https://digitalcommons.georgiasouthern.edu/chem-facpubs/33

UR - http://dx.doi.org/10.1016/j.tetlet.2012.12.013

U2 - 10.1016/j.tetlet.2012.12.013

DO - 10.1016/j.tetlet.2012.12.013

M3 - Article

SN - 0040-4039

VL - 54

JO - Tetrahedron Letters

JF - Tetrahedron Letters

ER -

Lewis Acid-Catalyzed Csp3-H Functionalization of Methyl Azaarenes with α-Trifluoromethyl Carbonyl Compounds

Abstract

Disciplines

Keywords

Access to Document

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