Table 2.

Synthesis of monoarylmethylidenes of various homo- and heterocyclic ketones.

Entry	2	3	4	Yield (%) b
1	X = N-CH3, n = 2	R1 = Ph	4a	94
2	X = N-CH3, n = 2	R1 = 4-NO2-Ph	4b	90
3	X = N-CH3, n = 2	R1 = 4-CN-Ph	4c	99
4	X = N-CH3, n = 2	R1 = 4-F-Ph	4d	75
5	X = N-CH3, n = 2	R1 = 4-Br-Ph	4e	73
6	X = N-CH3, n = 2	R1 = 3,4-diCl-Ph	4f	80
7	X = N-CH3, n = 2	R1 = 4-CH3-Ph	4g	54
8	X = N-CH3, n = 2	R1 = 4-CH3O-Ph	4h	50
9	X = N-CH3, n = 2	R1 = 3-Cl-Ph	4i	81
10	X = N-CH3, n = 2	R1 = 3-Br-Ph	4j	86
11	X = N-CH3, n = 2	R1 = 3-CH3O-Ph	4k	65
12	X = N-CH3, n = 2	R1 = 2-F-Ph	4l	84
13	X = N-CH3, n = 2	R1 = 2-Br-Ph	4m	94
14	X = N-CH3, n = 2	R1 = 2-naphthyl	4n	60
15	X = N-CH3,n = 2	R1 = 1-naphthyl	4o	93
16	X = N-CH3, n = 2	R1 = 2-pyridinyl	4p	78
17	X = N-CH3, n = 2	R1 = 4-pyridinyl	4q	59
18	X = N-CH3, n = 2	R1 = 2-thienyl	4r	46
19	X = N-CH3, n = 2	R1 = CH3CH2CH2	4s	53
20	X = N-Boc, n = 2	R1 = Ph	4t	92
21	X = O, n = 2	R1 = Ph	4u	53
22	X = O, n = 2	R1 = 4-NO2-Ph	4v	64
23	X = C, n = 2	R1 = 4-NO2-Ph	4w	84c
24	X = C, n = 1	R1 = 4-NO2-Ph	4x	95

^a Unless indicated otherwise, the reaction was carried out in 0.1 mmol scale in CH₂Cl₂ (1.0 mL) at 40 °C for 4 h, and the ratio of 1a/2/3 is 1.2/1/1; ^b Isolated yield based on ketones; ^c Reaction time is 20 h.