MCM-41-Accelerated PWA Catalysis of Friedel-Crafts Reaction of Indoles and Isatins

Table 1

Optimization of the reaction .

Entry	Catalyst	Solvent	Time; (h)	Yield
(1)	MCM-41	THF	3	31
(2)	PMoA	THF	3	39
(3)	PWA	THF	3	46
(4)	40 wt% PWA/MCM-41	THF	3	53
(5)	50 wt% PWA/MCM-41	THF	3	60
(6)	60 wt% PWA/MCM-41	THF	3	86
(7)	70 wt% PWA/MCM-41	THF	3	70
(8)	80 wt% PWA/MCM-41	THF	3	68
(9)	60 wt% PWA/MCM-41	EtOH	3	73
(10)	60 wt% PWA/MCM-41	Et2O	3	54
(11)	60 wt% PWA/MCM-41	AcOEt	3	35
(12)	60 wt% PWA/MCM-41	acetone	3	47
(13)	60 wt% PWA/MCM-41	toluene	3	47
(14)	60 wt% PWA/MCM-41	CH3CN	3	34
(15)	60 wt% PWA/MCM-41	CH2Cl2	3	24
	60 wt% PWA/MCM-41	THF	3	83
	60 wt% PWA/MCM-41	THF	3	43
	60 wt% PWA/MCM-41	THF	3	99
	60 wt% PWA/MCM-41	THF	2.5	99

conditions (unless noted otherwise): 0.20 mmol of indole, 0.10 mmol of isatin, 0.0050 g of catalyst in 0.2 mL of solvent at room temperature for 3 h. yield. 0.0040 g of 60 wt% PWA/MCM-14 catalyst. 0.0030 g of 60 wt% PWA/MCM-14 catalyst. .3 mL THF.