Friedel-Crafts Alkylation of Nitrogen Heterocycles Using [Bmim][OTf] as a Catalyst and Reaction Medium

Kantam M.Lakshmi. Chakravarti Rajashree. Sreedhar B.. Bhargava Suresh. Synlett  2008,  1449 

In Table 2, entry 9, Table 3, entry 4, and Table 4, entry 4, the product structures were incorrect; the correct entries are shown below. In addition, the column headings in Table 3 for Nucleophile and Epoxide were inverted.

Table 2 [Bmim][OTf]-Promoted Alkylation of Indoles with Styrene Oxide^a

Entry	Nucleophile	Epoxide	Product	Time (h)	Yield (%)b
9				24	10
a Reaction conditions: indole (1.2 mmol), epoxide (1 mmol), [bmim][OTf] (0.5 mL), stirred under nitrogen atmosphere at r.t. for an appropriate time. b Isolated yields. c Yield after fourth cycle.

Table 3 [Bmim][OTf]-Promoted Ring Opening of Various Aromatic Epoxides with Indole^a

Entry	Epoxide	Nucleophile	Product	Time (h)	Yield (%)b
4				2.5	78
a Reaction conditions: indole (1.2 mmol), epoxide (1 mmol), [bmim][OTf] (0.5 mL), stirred under nitrogen atmosphere at r.t. for an appropriate time. b Isolated yields.

Table 4 [Bmim][OTf]-Promoted Alkylation of Pyrroles with Aromatic Epoxides^a

Entry	Nucleophile	Epoxide	Product	Time (h)	Yield (%)b
4				3.5	78
a Reaction conditions: pyrrole (1.2 mmol), epoxide (1 mmol), [bmim][OTf] (0.5 mL), stirred under nitrogen atmosphere at r.t. for an appropriate time. b Isolated yields.