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. Author manuscript; available in PMC: 2016 Feb 6.
Published in final edited form as: Org Lett. 2015 Jan 23;17(3):636–639. doi: 10.1021/ol503655a

Table 1.

Model Reaction and Optimizationa

graphic file with name nihms663080u2.jpg
entry cat., mol % solvent time/temp yield (%)b
1 DEU, 20 DMSO 2 h/rt 86
2 DEU, 20 DMSO 4 h/rt >99 (91c)
3 DEU, 20 DMF 2 h/rt 63
4 DEU, 20 DMPU 2 h/rt 49
5 DEU, 30 otherd 16 h/60 °C 0
6 DEU, 10 DMSO 2 h/rt 75
7 DEU, 10 DMSO 24 h/rt >99
8 DMPU, 130 DMSO 16 h/rt 73
9 DMSO 64 h/rt 7
a

Conditions: 1a (0.5 M, 1 equiv), 2a (0.63 M). rt (≈22 °C).

b

Determined by 19F NMR.

c

Isolated yield.

d

THF, MeOH, acetone.