Zincation of 4,4-dimethyloxazoline using TMPZnCl·LiCl. A new preparation of 2-aryloxazolinesElectronic supplementary information (ESI) available: Experimental procedures and NMR spectra of all products. See DOI: 10.1039/c5cc01144b

The metalation of 4,4-dimethyloxazoline using TMPZnCl·LiCl provides a stable 2-zincated oxazolinyl reagent which readily undergoes palladium-catalyzed Negishi cross-couplings allowing a new access to 2-aryloxazolines. Cu-mediated acylation and allylation reactions also proceed in good yields. 4,4-Di...

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Main Authors: Haas, Diana, Hofmayer, Maximilian S, Bresser, Tomke, Knochel, Paul
Format: Article
Language:English
Online Access:Get full text
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Summary:The metalation of 4,4-dimethyloxazoline using TMPZnCl·LiCl provides a stable 2-zincated oxazolinyl reagent which readily undergoes palladium-catalyzed Negishi cross-couplings allowing a new access to 2-aryloxazolines. Cu-mediated acylation and allylation reactions also proceed in good yields. 4,4-Dimethyloxazoline is directly zincated using TMPZnCl·LiCl and further functionalized by Pd-catalyzed cross-couplings, as well as Cu-mediated acylation and allylation reactions.
ISSN:1359-7345
1364-548X
DOI:10.1039/c5cc01144b