Table 1.

Catalysis of NPOPs and Ag@NPOPs for the carboxylative cyclization of propargylic amines with CO₂ ^a.

Entry	Catalyst	Solvent	T/°C	Base	Time/h	Yield/%	TOF/h−1
1	\	CH3CN	50	DBU	2	N.A.
2	Ag@NPOP-1	CH3CN	50	DBU	2	97.0	1125.1
3	Ag@NPOP-2	CH3CN	50	DBU	2	93.0	777.6
4	NPOP-1	CH3CN	50	DBU	2	N.A.
5	NPOP-2	CH3CN	50	DBU	2	N.A.
6	Ag@NPOP-1	CH3CN	50	\	2	N.A.
7	Ag@NPOP-1	DMSO	50	DBU	2	58	672.7
8	Ag@NPOP-1	DMF	50	DBU	2	42	487.2
9	Ag@NPOP-1	EtOH	50	DBU	2	15	174.0
10	Ag@NPOP-1	CH3CN	50	Cs2CO3	2	4.0	46.4
11	Ag@NPOP-1	CH3CN	50	K2CO3	2	2.0	23.2
12	Ag@NPOP-1	CH3CN	50	NaOH	2	N.A.
13	Ag@NPOP-1	CH3CN	40	DBU	2	86.0	997.5
14	Ag@NPOP-1	CH3CN	30	DBU	2	40.0	464.0

^a Reaction conditions: Propargylic amine (0.2 mmol), Ag@NPOP-1 or Ag@NPOP-2 (1.0 mg), base (0.1 mmol), CO₂ (balloon), solvent (1.0 mL). The reaction mixture was stirred at 50 °C for 2 h. Yield was calculated by ¹H NMR with 1,4-dinitrobenzene as internal standard.