Optimization of the conditions for the HCR in the model reaction of iodobenzene (2a) and methyl acrylate (3b) to afford methyl cinnamate (4b) in the presence of the Pd@MET-EDTA-CS catalyst (1, 0.0027 mol%)^a.

Entry	Catalyst	Base	Solvent	Temp. (°C)	Time (h)	Yieldb (%)
1	—	K2CO3	DMF	r.t	48	N.R
2	—	K2CO3	DMF	Reflux	48	N.R
3	Pd@MET-ETDA-CS	—	DMF	Reflux	48	N.R
4	Pd@MET-ETDA-CS	—	ACN	Reflux	48	N.R
5	Pd@MET-ETDA-CS	—	Solvent-free	80	24	Trace
6	Pd@MET-ETDA-CS	K2CO3	DMF	90	12–16	80–95
7	Pd@MET-ETDA-CS	K2CO3	ACN	80	13–19	80–95
8	Pd@MET-ETDA-CS	K2CO3	Toluene	105	36	Trace
9	Pd@MET-ETDA-CS	K2CO3	H2O	105	36	Trace
10	MET-ETDA	K2CO3	DMF	130	36	N.R
11	MET-ETDA-CS	K2CO3	DMF	130	36	N.R
12	MET-ETDA	K2CO3	ACN	80	36	N.R
13	MET-ETDA-CS	K2CO3	ACN	80	36	N.R
14	dl-Methionine	K2CO3	DMF	130	36	N.R
15	EDTA	K2CO3	DMF	130	36	N.R

^aReaction conditions: aryl halide (3a, 2.0 mmol), alkene (4b, 3.0 mmol), K₂CO₃ (2.0 mmol), Pd@MET-EDTA-CS (1) (2.0 mg, 0.0027 mol%), and solvent (3.0 mL), under an Ar atmosphere.

^bIsolated yields.