Beilstein J. Org. Chem.2017,13, 1478–1485, doi:10.3762/bjoc.13.146
one-potoxazolesynthesis/Suzuki–Miyaura coupling sequence has been developed. One-pot formation of 5-(triazinyloxy)oxazoles using carboxylic acids, amino acids and a dehydrative condensing reagent, DMT-MM, followed by Ni-catalyzed Suzuki–Miyaura coupling with boronic acids provided the corresponding
2,4,5-trisubstituted oxazoles in good yields.
Keywords: one-potoxazolesynthesis; Suzuki–Miyaura coupling; triazine; 5-(triazinyloxy)oxazole; trisubstituted oxazole; Introduction
Oxazoles are found in numerous natural products and are used as a broad range of artificial compounds [1][2]. In
trisubstituted oxazoles. Herein, we described an efficient method for the synthesis of trisubstituted oxazoles through a one-potoxazolesynthesis and subsequent Suzuki–Miyaura coupling.
Results and Discussion
The study was initiated with the preparation of the key intermediate, 5-(triazinyloxy)oxazole 3, from
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Graphical Abstract
Scheme 1:
Our strategy for the concise synthesis of 2,4,5-trisubstituted oxazoles.