Skip to main content
. 2020 Oct 20;5(43):28239–28248. doi: 10.1021/acsomega.0c04130

Table 1. Effect of Base for [3 + 2] Cycloaddition Reaction in CH3OH Solventa.

2.

entry base pKa equiv time oxazoline yield (%)b3a oxazole yield (%)b4a
1       12 h 0 0
2 triethylamine 10.75 2 6 h 95 0
3 N,N-diisopropylethylamine 10.74 2 6 h 95 0
4 imidazole 6.9 2 6 h 92 0
5 N-methymorpholine 7.4 2 6 h 93 0
6 NaHCO3 5.95 2 6 h 90 0
7 K2CO3 9.1 2 2 h 0 94
8 K3PO4 11.74 2 1.5 h 0 95
a

Reaction was performed using 1a (1.18 mmol), 2a (1.18), and 2.36 mmol base.

b

Yield of the isolated product.