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. Author manuscript; available in PMC: 2012 Sep 12.
Published in final edited form as: ACS Comb Sci. 2011 Aug 25;13(5):511–517. doi: 10.1021/co200093c

Table 3.

One-Pot, click/OACC esterification.

graphic file with name nihms321334u3.jpg
entry scaffold azide acid yield (%)
1 18 P 21 48
2 18 M 22 52
3 18 M 23 47
4 18 P 23 60
5 19 M 22 40
6 19 M 23 42
7 19 M 24 43
a

Reaction conditions: Isothiazole 1,1-dioxide (40 mg, 1 equiv.), acid (1.2 equiv.), azide (2 equiv.), OACC (1.5 equiv.), CuI (30 mol%), DBU (10 mol%), dry CH2Cl2 (0.2 M), 50 °C, 12 h.

b

Isolated yields after standard column chromatography (EtOAc, Rf = 0.3–0.6).