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- Title
In Situ Generation of Alkynylzinc and Its Subsequent Negishi Reaction in a Flow Reactor.
- Authors
Kandasamy, Mohanraj; Huang, Yu‐ Hsuan; Ganesan, Balaji; Senadi, Gopal Chandru; Lin, Wei‐Yu
- Abstract
A highly efficient and convenient Negishi cross‐coupling reaction has been developed for the synthesis of unsymmetrical alkynes and enynes in a continuous‐flow process. The reaction proceeds through an in situ generated alkynylzinc reagent by the reaction of lithium acetylide with zinc halide at room temperature followed by a cross‐coupling reaction with aryl or vinyl iodides. The notable features of this work compared to the conventional benchtop method are mild reaction conditions, good to excellent yields, broad functional‐group compatibility, short residence time (73 sec) and especially desilylation of TMS group with the residence time of only 10.5 sec.
- Subjects
ZINC halides; ARYL iodides; ENYNES; HOUSING; ALKYNES
- Publication
European Journal of Organic Chemistry, 2019, Vol 2019, Issue 27, p4349
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201900471