Table 4. Scope of Acetophenones (1 mmol scale) in CTAB and Tween 80^a.

							Yield(%)b
Entry	R	X	Y	W	Z	T(°C)	CTAB				Tween 80
1	H	CH	CH	CH	-	25	3a	65	4a	10	3a	84	4a	0
2	4-CH3	CH	CH	CH	-	25	6b	84	7b	14	6b	39	7b	0
3	4-CH3	CH	CH	CH	-	45	6b	-	7b	-	6b	80	7b	0
4	4-OCH3	CH	CH	CH	-	25	6c	68	7c	0	6c	45	7c	0
5	4-OCH3	CH	CH	CH	-	45	6c	-	7c	-	6c	77	7c	0
6	2-OH	CH	CH	CH	-	25	6d	15	7d	0c	6d	82	7d	0c
7	4-Br	CH	CH	CH	-	25	6e	70	7e	14	6e	77	7e	0
8	3-Br	CH	CH	CH	-	25	6f	67	7f	0	6f	85	7f	7
9	2-Br	CH	CH	CH	-	25	6g	80	7g	0	6g	94	7g	0
10	4-NO2	CH	CH	CH	-	25	6h	26	7h	0	6h	58	7h	14
11	4-COOH	CH	CH	CH	-	25	6i	55	7i	0	6i	68	7i	0
12	4-COOCH3	CH	CH	CH	-	25	6j	15	7j	0	6j	19	7j	0
13	-	CH	CH	N	-	25	6k	0	7k	0d	6k	24	7k	0
14	-	CH	N	CH	-	25	6l	0	7l	0d	6l	46	7l	0
15	-	N	CH	CH	-	25	6m	21	7m	14	6m	84	7m	11
16	-	-	-	-	S	25	6n	30	7n	3	6n	79	7n	2
17	-	-	-	-	O	25	6o	38	7o	0	6o	59	7o	0
18	-	-	-	-	NH	25	6p	92	7p	0	6p	87	7p	0

^aReaction conditions: 5 mL vial, benzaldehyde (1 mmol), acetophenone (1 mmol), NaOH (base) (1 equiv); surfactant solution (1 mL), rt or 45 °C, 24h.

^bIsolated yield.

^cA flavanone was isolated for CTAB (10%) and Tween 80 (7%) instead of the Michael product.

^dCyclohexanol byproducts (3:2 acetophenone/benzaldehyde) were detected (see later in the discussion) for 4-acetylpyridine and 3-acetylpyridine.