Transition-metal-free catalytic synthesis of 1,5-diaryl-1,2,3-triazoles

Sen W. Kwok; Joseph R. Fotsing; Rebecca J. Fraser; Valentin O. Rodionov; Valery V. Fokin

doi:10.1021/ol101568d

Transition-metal-free catalytic synthesis of 1,5-diaryl-1,2,3-triazoles

Sen W. Kwok, Joseph R. Fotsing, Rebecca J. Fraser, Valentin O. Rodionov, Valery V. Fokin

Scripps Research

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

244 Citations (Scopus)

Abstract

Figure Presented. 1,5-Diarylsubstituted 1,2,3-triazoles are formed in high yield from aryl azides and terminal alkynes in DMSO in the presence of catalytic tetraalkylammonium hydroxide. The reaction is experimentally simple, does not require a transition-metal catalyst, and is not sensitive to atmospheric oxygen and moisture.

Original language	English
Pages (from-to)	4217-4219
Number of pages	3
Journal	Organic Letters
Volume	12
Issue number	19
Early online date	8 Sept 2010
DOIs	https://doi.org/10.1021/ol101568d
Publication status	Published - 1 Oct 2010
Externally published	Yes

Keywords

Catalysis
Hydroxides/chemistry
Molecular Structure
Transition Elements/chemistry
Triazoles/chemical synthesis

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol101568d

Cite this

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title = "Transition-metal-free catalytic synthesis of 1,5-diaryl-1,2,3-triazoles",

abstract = "Figure Presented. 1,5-Diarylsubstituted 1,2,3-triazoles are formed in high yield from aryl azides and terminal alkynes in DMSO in the presence of catalytic tetraalkylammonium hydroxide. The reaction is experimentally simple, does not require a transition-metal catalyst, and is not sensitive to atmospheric oxygen and moisture.",

keywords = "Catalysis, Hydroxides/chemistry, Molecular Structure, Transition Elements/chemistry, Triazoles/chemical synthesis",

author = "Kwok, \{Sen W.\} and Fotsing, \{Joseph R.\} and Fraser, \{Rebecca J.\} and Rodionov, \{Valentin O.\} and Fokin, \{Valery V.\}",

year = "2010",

month = oct,

day = "1",

doi = "10.1021/ol101568d",

language = "English",

volume = "12",

pages = "4217--4219",

journal = "Organic Letters",

issn = "1523-7052",

publisher = "American Chemical Society",

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TY - JOUR

T1 - Transition-metal-free catalytic synthesis of 1,5-diaryl-1,2,3-triazoles

AU - Kwok, Sen W.

AU - Fotsing, Joseph R.

AU - Fraser, Rebecca J.

AU - Rodionov, Valentin O.

AU - Fokin, Valery V.

PY - 2010/10/1

Y1 - 2010/10/1

N2 - Figure Presented. 1,5-Diarylsubstituted 1,2,3-triazoles are formed in high yield from aryl azides and terminal alkynes in DMSO in the presence of catalytic tetraalkylammonium hydroxide. The reaction is experimentally simple, does not require a transition-metal catalyst, and is not sensitive to atmospheric oxygen and moisture.

AB - Figure Presented. 1,5-Diarylsubstituted 1,2,3-triazoles are formed in high yield from aryl azides and terminal alkynes in DMSO in the presence of catalytic tetraalkylammonium hydroxide. The reaction is experimentally simple, does not require a transition-metal catalyst, and is not sensitive to atmospheric oxygen and moisture.

KW - Catalysis

KW - Hydroxides/chemistry

KW - Molecular Structure

KW - Transition Elements/chemistry

KW - Triazoles/chemical synthesis

UR - https://www.scopus.com/pages/publications/77957163768

U2 - 10.1021/ol101568d

DO - 10.1021/ol101568d

M3 - Article

C2 - 20825167

SN - 1523-7052

VL - 12

SP - 4217

EP - 4219

JO - Organic Letters

JF - Organic Letters

IS - 19

ER -

Transition-metal-free catalytic synthesis of 1,5-diaryl-1,2,3-triazoles

Abstract

Keywords

ASJC Scopus subject areas

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