A Facile Synthesis of New 2-Amino-4H-pyran-3-carbonitriles by a One-Pot Reaction of 𝜶,𝜶^′-Bis(arylidene) Cycloalkanones and Malononitrile in the Presence of K_𝟐CO_𝟑

Table 1

Synthesis of 2-amino-4H-pyran-3-carbonitriles 3a–q^a.

Entry	Z	R	Product	Time (min)	Yield (%)b	mp (°C)	Ref
1	CH2	H	3a	45	87	227-228	[19]
2	CH2	2-Cl	3b	5	90	213-214	[19]
3	CH2	2,4-Cl2	3c	15	93	238-239	[18]
4	CH2-CH2	H	3d	10	95	228–230	[17]
5	CH2-CH2	2-Cl	3e	10	85	237-238	[19]
6	CH2-CH2	4-Cl	3f	15	85	215-216	[19]
7	CH2-CH2	4-F	3g	10	90	222–224	—
8	CH2-CH2	4-Br	3h	15	88	214–217	—
9	CH2-CH2	4-Me	3i	60	90	161-162	[19]
10	CH2-CH2	4-OMe	3j	10	80	220–222	—
11	CH2-CH2	2,4-Cl2	3k	15	87	195-196	[18]
12	CH2-CH2	2-Cl, 6-F	3l	10	85	233–236	—
13	CH(CH3)CH2	H	3m	20	90	199–202	—
14	CH(CH3)CH2	2-Cl	3n	25	87	198–201	—
15	CH(CH3)CH2	4-Cl	3o	15	85	208-209	—
16	CH(CH3)CH2	4-Me	3p	60	75	214–218	—
17	CH(CH3)CH2	4-OMe	3q	20	80	199–202	—

aReaction conditions:𝛼,𝛼^-bis(arylidene) cycloalkanones 1 (1 mmol), malononitrile 2 (1 mmol), K₂CO₃ (0.05 mmol, 5 mol%), EtOH (10 mL), reflux. bIsolated yields.