2011
DOI: 10.1021/ol201555z
|View full text |Cite
|
Sign up to set email alerts
|

A Novel Synthesis of Fluorinated Pyrazoles via Gold(I)-Catalyzed Tandem Aminofluorination of Alkynes in the Presence of Selectfluor

Abstract: A mild and efficient protocol for the synthesis of fluorinated pyrazoles has been developed via gold(I)-catalyzed tandem aminofluorination of alkynes in the presence of Selectfluor. This method offers a broad substrate scope.

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
2
1
1

Citation Types

2
60
0

Year Published

2012
2012
2016
2016

Publication Types

Select...
6
3

Relationship

0
9

Authors

Journals

citations
Cited by 138 publications
(62 citation statements)
references
References 74 publications
2
60
0
Order By: Relevance
“…7 A variety of fluorinated pyrazoles were synthesized in moderate to good yield at room temperature (Scheme 3). The efficiency of the reaction was somewhat diminished by formation of a competing hydroamination product.…”
Section: Catalytic Aminohalogenation For the Synthesis Of Alkenes mentioning
confidence: 99%
“…7 A variety of fluorinated pyrazoles were synthesized in moderate to good yield at room temperature (Scheme 3). The efficiency of the reaction was somewhat diminished by formation of a competing hydroamination product.…”
Section: Catalytic Aminohalogenation For the Synthesis Of Alkenes mentioning
confidence: 99%
“…7). 56 (7) Jacobsen and co-workers recently demonstrated the 6-exo-trig cyclization/aminoiodination of alkenyl trichloroacetimidates catalyzed by a chiral Schiff-base urea derivative. 57 1,1-Disubstituted vinylarenes underwent this reaction with the highest enantioselectivity (Scheme 34).…”
Section: Intramolecular Enantioselective Organocatalytic Aminohalogenmentioning
confidence: 99%
“…Later, Nevado and coworkers developed a synthesis of a-fluoroketone or a-fluoroacetal 6 using similar conditions (Scheme 1c) [20]. Liu and Xu reported the synthesis of fluorinated pyrazoles via a gold catalyzed tandem aminofluorination of alkyne 7 in the presence of Ph 3 PAuNTf 2 , Selectfluor and base (NaHCO 3 ) (Scheme 1d) [21]. This reaction also produced significant amounts of nonfluorinated pyrazole [21].…”
Section: Introductionmentioning
confidence: 99%
“…Liu and Xu reported the synthesis of fluorinated pyrazoles via a gold catalyzed tandem aminofluorination of alkyne 7 in the presence of Ph 3 PAuNTf 2 , Selectfluor and base (NaHCO 3 ) (Scheme 1d) [21]. This reaction also produced significant amounts of nonfluorinated pyrazole [21]. Fensterbank and coworkers reported the formation of fluoromethylene pyrrolidines 10 using a combination of gold catalyst and Selectfluor (Scheme 1e) [22].…”
Section: Introductionmentioning
confidence: 99%