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. 2012 Sep 26;8:1630–1636. doi: 10.3762/bjoc.8.186

Table 2.

Screening of solvents in catalyzed coumarin synthesis.a

graphic file with name Beilstein_J_Org_Chem-08-1630-i002.jpg

Entry Solvent Time (h) Yield (%)b

1 toluene 28 26
2 isopropanol 28 19
4 EtCN 28 8
5 dioxane 28 2
5 hexane 20 7
6 CHCl3 28 21
7 MeOH 22 77
8 MeOH 22 47c
9 glycol 22 3
10 glycerol 16 27
11 MeOH/H2O (1:1) 16 30
12 CF3CH2OH 16 43
13 MeCN 16 6
14 DMSO 16
15 tert-butanol 23 36

aReactions were performed on a 0.5 mmol scale in 1 mL of solvent. bScreening yields were determined by GC and/or HPLC analysis with N-pivaloylaniline as the internal standard. cPCy3 was used as the catalyst instead of n-Bu3P.