ORDER
REPRINTS
1
92
WU, CHEN, AND ZHANG
1
2
5a
ꢁ
ꢁ
o-NO C H NH : mp 71 C (Lit. 71–72 C); d 6.25 (s, 2H), 6.67–
2
6
4
H
ꢃ1
8
1
.08 (m, 4H); nmax/cm 3470, 3320, 1630, 1570, 1500, 1430, 1350, 1250,
100, 750.
1
2
5
ꢁ
ꢁ
2
,4-Cl C H NH : mp 62 C (Lit. 63 C); d 3.87 (s, 2H), 6.42–7.10 (m,
2
6
ꢃ1
3
H
3
H); nmax/cm 3430, 3300, 3200, 1620, 1580, 1470, 1400, 850, 810, 700, 640.
C H CONH : mp 128 C (Lit. 130 C); d 5.69 (s, 2H), 7.20–7.90 (m,
H); nmax/cm 3380, 3210, 1670, 1610, 1580, 1400, 650.
m-CH C H CONH : mp 93–94 C (Lit. 94–95 C); d 2.30 (s, 3H),
.50 (s, 2H), 7.28–7.64 (m, 4H); nmax/cm 3400, 3210, 1650, 1620, 1590,
400, 750, 690, 630.
C H SO NH : mp 151 C (Lit. 152–154 C); d 3.30 (s, 2H), 7.30–7.95
m, 5H); nmax/cm 3310, 3240, 1550, 1450, 1320, 1300, 1160, 1100, 990, 890,
1
5
ꢁ
ꢁ
6
5
2
H
ꢃ1
5
1
2
5
ꢁ
ꢁ
3
6
4
H
ꢃ1
6
1
1
5
ꢁ
ꢁ
6
5
2
2
H
ꢃ1
(
7
60, 680.
1
5
ꢁ
ꢁ
p-CH C H SO NH : mp 156 C (Lit. 157 C); d 2.33 (s, 3H), 3.20 (s,
H), 7.20–7.80 (m, 4H); nmax/cm 3320, 3240, 3020, 2920, 1600, 1480, 1400,
310, 1170, 1090, 910, 800, 680.
3
6
4
2
2
H
ꢃ1
2
1
9
3
NH CH COOCH : Oil; d 2.25 (s, 2H), 3.35 (s, 2H) 3.86 (s, 3H);
2
2
H
ꢃ1
nmax/cm 3450, 3380, 2970, 2870, 1750, 1370, 1350, 1300, 1200, 1090, 1020.
1
6b
ꢁ
ꢁ
C H CH¼CHCONH : mp 147 C (Lit. 148–150 C); d 6.39 (d, 1H),
6
5
2
H
ꢃ1
7
.10–7.50 (m, 5H), 8.00 (d, 1H); nmax/cm 3360, 3180, 1670, 1600, 1490,
1400, 1250, 1120, 970, 870, 700.
ACKNOWLEDGMENTS
We are grateful to the National Natural Science Foundation of China
Project No. 29872010), the NSF of Zhejiang Province, China, and the
(
Laboratory of Organometallic Chemistry, Shanghai Institute of Organic
Chemistry, Chinese Academy of Sciences for financial support.
REFERENCES
1
. Sheradsky, T. The Chemistry of the Azido Group, Patai, S., Ed., Chapter
, Interscience Publishers: New York, 1971.
6
2. Scriven, E.F.V., Ed. Azides and Nitrenes, Reactivity and Utility,
Academic Press, Inc.: New York, 1984.
3
4
5
. Ranu, B.C.; Sarkar, A.; Chakraborty, R. J. Org. Chem. 1994, 59, 4114.
. Boyer, J.H. J. Am. Chem. Soc. 1951, 73, 5865.
. Mungall, W.S.; Green, G.L.; Heavner, G.A.; Letsinger, R.L. J. Org.
Chem. 1975, 40, 1659.