Efficient and Rapid Regioselective One-Pot Synthesis of 1,4-Disubstituted 1,2,3-Triazoles from In Situ Generated Potassium Arylethynyltrifluoroborates through Sonogashira Reaction

Title
Efficient and Rapid Regioselective One-Pot Synthesis of 1,4-Disubstituted 1,2,3-Triazoles from In Situ Generated Potassium Arylethynyltrifluoroborates through Sonogashira Reaction
Authors
송중호최필주이승언정규혁김태정강기성최용수함정엽
Keywords
Click chemistry; Nitrogen heterocycles; Cross-coupling; Cycloaddition; Regioselectivity
Issue Date
2013-10
Publisher
European journal of organic chemistry
Citation
VOL 2013, NO 28, 6249-6253
Abstract
Potassium arylethynyltrifluoroborates, the intermediates generated by the Sonogashira reaction of potassium ethynyltrifluoroborate with various aryl halides, were directly coupled with azides in the presence of a stoichiometric amount of CuI under aqueous conditions, and the desired 1,4-disubstituted 1,2,3-triazoles were isolated in good yields. Both electron-donating and electron-withdrawing substituents on the potassium arylethynyltrifluoroborates gave moderate to excellent yields of the isolated products.
URI
http://pubs.kist.re.kr/handle/201004/46652
ISSN
1434193X
Appears in Collections:
KIST Publication > Article
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