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. 2024 Nov 6;20:2827–2833. doi: 10.3762/bjoc.20.238

Table 3.

Conversion of adducts 4 to oxazoles 5.

graphic file with name Beilstein_J_Org_Chem-20-2827-i003.jpg

entry R1 R2 base product yield, %

1a p-MeC6H4 Ph BuLi 5a 13
2a,b p-MeC6H4 Ph BuLi 5a 24
3 p-MeC6H4 Ph BuLi 5a 82
4 p-MeC6H4 Ph t-BuOK 5a 27
5 p-MeC6H4 Ph t-BuOLi 5a 66
6 p-MeC6H4 Bu BuLi 5b 45
7 p-MeC6H4 t-Bu BuLi 5c 56
8 p-MeC6H4 Me3Si BuLi 5d 52
9 Et Ph BuLi 5e 70

aDry THF was used as solvent; b2 equiv of H2O were added.