Research Article

NHCs Catalyzed Hydrophosphonylation of -Ketoesters and -Trifluoromethyl Ketones

Table 1

Screening of reaction conditionsa.

890187.tab.001

EntryNHCSolventYield (%)b

11DCM99
22, Cs2CO3 (10 mol%)DCM72
32, DBU (10 mol%)DCM78
43, DBU (10 mol%)DCM67
54a, Et3N (10 mol%)DCM79
64b, Et3N (10 mol%)DCM52
75, Et3N (10 mol%)DCM75
81toluene77
91THF85
101Et2O78
11c1DCM65
12No catalystDCM/

Reaction condition: 6a (1.5 equiv), 7a (1.0 equiv), NHC (10 mol%), 0.15 mol L−1 of 7a, and room temperature.
bIsolated yield.
cUsing 5 mol% NHC 1 (IPr).