D. S. Bose, A. V. N. Reddy / Tetrahedron Letters 44 (2003) 3543–3545
3545
In conclusion, the short reaction period, the simple
work up, the good yield, and the fairly mild conditions
of this method offer advantages over other procedures,
and this approach should be of further interest in
synthetic organic chemistry.
10. Elmorsy, S. S. Tetrahedron Lett. 1995, 36, 1341.
11. (a) Varvoglis, A. Hypervalent Iodine in Organic Synthesis;
Academic Press: San Diego, 1997; p. 256; (b) Nicolaou,
K. C.; Baran, P. S.; Zhong, Y.-L.; Sugita, K. J. Am.
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1713; (b) Bose, D. S.; Rudra Das, A. P.; Mereyala, H. B.
Tetrahedron Lett. 2002, 43, 9195.
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14. Selected analytical data for acyl azides entries 1, 2, 3 and
7: Compound 1: IR (KBr): 2180, 2130, 1685, 1600 cm−1
.
1H NMR (CDCl3, 200 MHz): l 7.15–8.25 (m, 5H).
Compound 2: IR (KBr): 2180, 2140, 1700, 1600, 1455,
1
1240, 1180, 990, 710 cm−1. H NMR (CDCl3): l 8.00 (d,
J=8.7 Hz, 2H), 6.97 (d, J=8.7 Hz, 2H), 3.90 (s, 3H). EI
MS: m/z (%) 177 (M+ 37), 149 (22), 135 (100), 106 (81),
92 (25), 78 (40). Compound 3: IR (KBr): 2180, 2150,
1690, 1600, 1460, 1240, 1180, 990, cm−1 1H NMR
.
(CDCl3): l 8.18 (d, J=8.7 Hz, 2H), 7.45 (d, J=8.7 Hz,
2H), 2.62 (s, 3H). EIMS: m/z (%) 161 (M+ 25), 132 (27),
119 (100), 91 (95). Compound 7: IR (KBr): 2180, 2140,
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1
1690, 1600, 1525, 1430 cm−1. H NMR (CDCl3): l 7.42–
7.65 (m, 2H), 7.81–8.08 (m, 4H), 8.55 (s, 1H). EIMS: m/z
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