A Domino Reaction of Pyridinium Salts: Efficient Synthesis of 4,5-Disubstituted 1,2,3-(NH)-Triazoles

Guang Long Wu; Qin Pei Wu

doi:10.1002/slct.201800669

A Domino Reaction of Pyridinium Salts: Efficient Synthesis of 4,5-Disubstituted 1,2,3-(NH)-Triazoles

Guang Long Wu, Qin Pei Wu^*

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

Beijing Institute of Technology

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

6 Citations (Scopus)

Abstract

A one-pot mild and metal-free procedure for efficient synthesis of 4,5-disubstituted 1,2,3-(NH)-triazoles has been developed through the sequentially reaction of pyridinium salts with aldehydes and sodium azide. In the presence of L-proline, a key intermediate, an olefinic pyridinium-salt, is in situ generated via coupling of pyridinium salts with aldehydes and cyclizes with azide ion to form a triazole ring.

Original language	English
Pages (from-to)	5212-5215
Number of pages	4
Journal	ChemistrySelect
Volume	3
Issue number	18
DOIs	https://doi.org/10.1002/slct.201800669
Publication status	Published - 15 May 2018

Keywords

cycloaddition
domino reaction
organocatalysis
pyridine
triazole

Access to Document

10.1002/slct.201800669

Cite this

@article{ed4c4128e809472fa5f8e376dddf16aa,

title = "A Domino Reaction of Pyridinium Salts: Efficient Synthesis of 4,5-Disubstituted 1,2,3-(NH)-Triazoles",

abstract = "A one-pot mild and metal-free procedure for efficient synthesis of 4,5-disubstituted 1,2,3-(NH)-triazoles has been developed through the sequentially reaction of pyridinium salts with aldehydes and sodium azide. In the presence of L-proline, a key intermediate, an olefinic pyridinium-salt, is in situ generated via coupling of pyridinium salts with aldehydes and cyclizes with azide ion to form a triazole ring.",

keywords = "cycloaddition, domino reaction, organocatalysis, pyridine, triazole",

author = "Wu, \{Guang Long\} and Wu, \{Qin Pei\}",

note = "Publisher Copyright: {\textcopyright} 2018 Wiley-VCH Verlag GmbH \& Co. KGaA, Weinheim",

year = "2018",

month = may,

day = "15",

doi = "10.1002/slct.201800669",

language = "English",

volume = "3",

pages = "5212--5215",

journal = "ChemistrySelect",

issn = "2365-6549",

publisher = "Wiley-Blackwell Publishing Ltd",

number = "18",

}

TY - JOUR

T1 - A Domino Reaction of Pyridinium Salts

T2 - Efficient Synthesis of 4,5-Disubstituted 1,2,3-(NH)-Triazoles

AU - Wu, Guang Long

AU - Wu, Qin Pei

PY - 2018/5/15

Y1 - 2018/5/15

N2 - A one-pot mild and metal-free procedure for efficient synthesis of 4,5-disubstituted 1,2,3-(NH)-triazoles has been developed through the sequentially reaction of pyridinium salts with aldehydes and sodium azide. In the presence of L-proline, a key intermediate, an olefinic pyridinium-salt, is in situ generated via coupling of pyridinium salts with aldehydes and cyclizes with azide ion to form a triazole ring.

AB - A one-pot mild and metal-free procedure for efficient synthesis of 4,5-disubstituted 1,2,3-(NH)-triazoles has been developed through the sequentially reaction of pyridinium salts with aldehydes and sodium azide. In the presence of L-proline, a key intermediate, an olefinic pyridinium-salt, is in situ generated via coupling of pyridinium salts with aldehydes and cyclizes with azide ion to form a triazole ring.

KW - cycloaddition

KW - domino reaction

KW - organocatalysis

KW - pyridine

KW - triazole

UR - https://www.scopus.com/pages/publications/85047562982

U2 - 10.1002/slct.201800669

DO - 10.1002/slct.201800669

M3 - Article

AN - SCOPUS:85047562982

SN - 2365-6549

VL - 3

SP - 5212

EP - 5215

JO - ChemistrySelect

JF - ChemistrySelect

IS - 18

ER -

A Domino Reaction of Pyridinium Salts: Efficient Synthesis of 4,5-Disubstituted 1,2,3-(NH)-Triazoles

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this