N-Heterocyclic carbene copper-catalyzed direct alkylation of terminal alkynes with non-activated alkyl triflates

(NHC)-Cu-catalyzed C(sp)-C(sp ) bond formation has been successfully achieved under mild conditions. Nonactivated alkyl triflates, which could be easily derived from alcohols, were utilized as C-O electrophiles. Mechanistic studies suggested that copper acetylide was the active species. Scale-up rea...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2017-04, Vol.53 (29), p.4124-4127
Hauptverfasser: Jin, Liqun, Hao, Wangfang, Xu, Jianeng, Sun, Nan, Hu, Baoxiang, Shen, Zhenlu, Mo, Weimin, Hu, Xinquan
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container_end_page 4127
container_issue 29
container_start_page 4124
container_title Chemical communications (Cambridge, England)
container_volume 53
creator Jin, Liqun
Hao, Wangfang
Xu, Jianeng
Sun, Nan
Hu, Baoxiang
Shen, Zhenlu
Mo, Weimin
Hu, Xinquan
description (NHC)-Cu-catalyzed C(sp)-C(sp ) bond formation has been successfully achieved under mild conditions. Nonactivated alkyl triflates, which could be easily derived from alcohols, were utilized as C-O electrophiles. Mechanistic studies suggested that copper acetylide was the active species. Scale-up reactions further demonstrated the practicality and efficiency of the developed strategy.
doi_str_mv 10.1039/c7cc00891k
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source Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects Alkylation
Alkynes
Bonding
Carbenes
Copper
Efficiency
Strategy
Terminals
title N-Heterocyclic carbene copper-catalyzed direct alkylation of terminal alkynes with non-activated alkyl triflates
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