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7. General experimental procedure for CuFe
mediated synthesis of N-substituted pyrroles: To a stirred
solution of Iodobenzene (1.0 mmol), trans-4-hydroxy- -proline
1.5 mmol), nano CuFe (0.01 mmol) and base (2.0 eqiv)
2
4
O nanoparticles
L
(
2 4
O
o
solvent (3.0 mL) was added and heated for 20 h, at 100 C. The
progress of the reaction was monitored by TLC. After completion
of the reaction, the reaction mixture was cooled to room
2 4
temperature, CuFe O nano particles were magnetically separated
and the crude residue was extracted with ethyl acetate (3 x 10
mL). The combined organic layers were extracted with water,
saturated brine solution, and dried over anhydrous Na SO . The
2 4
organic layers were evaporated under reduced pressure and the
resulting crude product was purified by column chromatography
to give the corresponding N-substituted pyrroles in excellent
yields.
Data for representative examples:
8. 1-Phenyl-1H-pyrrole (table 2, entry 1): (table 3, entry 1):
1
1
H-NMR (300 MHz, CDCl
H), 7.06 (t, 2H, J = 2.6 Hz), 6.30 (t, 2H, J = 2.6 Hz); C-NMR
75 MHz, CDCl ): δ = 140.7, 129.3, 125.2, 120.5, 119.3, 110.5.
-(p-Tolyl)-1H-pyrrole (table 2, entry 2): (table 3, entry 2):
3
) δ = 7.45-7.37 (m, 4H), 7.25 -7.19 (m,
13
1
(
3
1
1
H-NMR (300 MHz, CDCl
t, 2H), 6.25 (t, 2H), 2.35 (s, 3H); C-NMR (75 MHz, CDCl
38.3, 135.2, 129.8, 120.4, 119.2, 110.2, 20.8.
3
): δ= 7.25 (m, 2H), 7.16 (m, 2H), 6.96
13
(
3
): δ =
1