Table 1.

Screening of reaction conditions for the cyclopropanation of methylacrylate with EDA.^[a]

Entry	Catalyst	Solvent	T [°C]	t [h]	Yield [%][b]	trans/cis [c]
1	–	CH2Cl2	20	1	0	–
2	Co(OAc)2⋅4 H2O	CH2Cl2	20	1	<5	–
3	[Co(TPP)]	CH2Cl2	20	20	67	88:12
4	[Co(TPP)]	CH2Cl2	10	20	58	88:12
5	[Co(salen)]	CH2Cl2	20	18	43	70:30
6	[Co(BzMeTAA)]	PhMe	20	1	97	94:6
7	[Co(MePhTAA)]	CH2Cl2	20	1	90	89:10
8[d]	[Co(MeTAA)]	CH2Cl2	20	1	87	93:7
9	[Co(MeTAA)]	CH2Cl2	20	1	85	93:7
10	[Co(MeTAA)]	THF	20	1	72	94:6
11	[Co(MeTAA)]	PhMe	20	1	74	95:5
12	[Co(MeTAA)]	PhCl	20	1	69	93:7
13	[Co(MeTAA)]	CH3CN: CH2Cl2 (4:1)	20	1	80	93:7
14	[Co(MeTAA)]	CH3OH: CH2Cl2 (4:1)	20	1	84	94:6
15	[Co(MeTAA)]	CH2Cl2	10	1	80	93:7
16	[Co(MeTAA)]	CH2Cl2	0	2	74	97:3
17	[Co(MeTAA)]	CH2Cl2	−78	5	67	99:1
18[e]	[Co(MeTAA)]	PhMe	10	1 1 2 6	85[f] 83[g] 75[h] 14[i]	96:4 96:4 95:5 95:5

[a] Reactions were performed under N₂ with 1.0 equiv. of EDA, 3.0 equiv. of methylacrylate and 1.5 mol % catalyst. Concentration: 1.9 mmol EDA/5 mL solvent. [b] Isolated yields. [c] Determined by using GC. [d] 1.0 equiv. methylacrylate, 1.2 equiv. EDA and 1.5 mol % catalyst. [e] Recyclability study performed starting with 5.0 mol % catalyst; [f] cycle 1; [g] cycle 2; [h] cycle 3; [i] cycle 4.