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. 2021 Mar 25;121(12):6744–6776. doi: 10.1021/acs.chemrev.0c01076

Table 5. Reaction between Thiophenol and Ethyl Propiolate in Various Solvents at 0.2 M and Ambient Temperature75.

2.2.2.

solvent time (min) yield (%) E/Z
H2O 5 98 3/97
MeCNa 15 90 13/87
MeOH 25 85 15/85
DMFb 20 80 47/53
CH2Cl2 20 44 26/74
THFc 30 30 32/68
EtOAc 25 12 17/83
acetone 20 74 20/80
toluene 40 18 25/75
n-C6H13 40 19 33/67
a

MeCN = acetonitrile.

b

DMF = dimethylformamide.

c

THF = tetrahydrofuran.