Journal
ORGANIC LETTERS
Volume 19, Issue 7, Pages 1666-1669Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b00460
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Funding
- Foundation of German Business
- Friedrich-Ebert Foundation
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A mild and general set of Metalation procedures for the functionalization of unsymmetrical azobenzenes using a commercially available continuous-flow setup is reported. The metalations proceed with TMPLi under convenient conditions (0 C-omicron, 20 s), and various classes of electrophiles can be used. With sensitive substrates, an in situ trapping metalation in which TMPLi is added to a mixture of the azobenzene and ZnCl2 or MgCl2 center dot LiCl was very effective for achieving high yields.
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