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Copper(I)‐Catalyzed Azide–Alkyne Cycloadditions in Microflow: Catalyst Activity, High‐T Operation, and an Integrated Continuous Copper Scavenging Unit
Author(s) -
Varas Alvaro Carlos,
Noël Timothy,
Wang Qi,
Hessel Volker
Publication year - 2012
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201200323
Subject(s) - catalysis , alkyne , copper , cycloaddition , chemistry , azide , scavenger , combinatorial chemistry , yield (engineering) , homogeneous catalysis , aqueous solution , organic chemistry , radical , materials science , metallurgy
Avoiding the coppers: A continuous‐flow synthesis for the Cu I ‐catalyzed azide–alkyne cycloaddition reaction using [Cu(phenanthroline)(PPh 3 ) 2 ]NO 3 as a homogeneous catalyst is developed (up to 92 % isolated yield). Elevated temperatures allow achieving full conversions and using lower catalyst loadings. Residual copper in the triazole compound is efficiently removed via an inline extraction process, employing aqueous EDTA as a copper scavenger.