Catalytic Allylic Chlorination of Natural Terpenic Olefins Using Supported and Nonsupported Lewis Acid Catalysts

Table 1

Allylic chlorination of carvone using different Lewis acid catalysts.

Entry	Catalyst	Catalyst/substrate	Conversion	Selectivity
			a (%)	b (%)	c (%)	e (%)
1	AlCl3/SiO2 10% wt%	40% wt./wt.	25	6	4, 7	0
2	AlCl3/SiO2 10% wt%	3 eq. of AlCl3	74	53	20	0
3	AlCl3	3	74	60	14	0
4	FeCl3	3	84	68	6	0
5	FeCl2	3	99	4	12	84
6	Fe(NO3)3	3	99	33	15	52
7	Fe(acac)3	3	0	0	0	0
8	MoCl5	3	99	75	10	14

^∗Reaction conditions: NaOCl (3 eq.), CH₂Cl₂/H₂O (1 : 1, 10 mL), RT, and 30 min.