-
3
-
-
33845576373
-
-
(c) Bykowski, D.; Wu, K.-H.; Doyle, M. P. J. Am. Chem. Soc. 2006, 128, 16038.
-
(2006)
J. Am. Chem. Soc
, vol.128
, pp. 16038
-
-
Bykowski, D.1
Wu, K.-H.2
Doyle, M.P.3
-
5
-
-
9644254037
-
-
(b) Espino, C. G.; Fiori, K. W.; Kim, M.; Du Bois, J. J. Am. Chem. Soc. 2004, 126, 15378.
-
(2004)
J. Am. Chem. Soc
, vol.126
, pp. 15378
-
-
Espino, C.G.1
Fiori, K.W.2
Kim, M.3
Du Bois, J.4
-
6
-
-
26844569944
-
-
(c) Lebel, H.; Huard, K.; Lectard, S. J. Am. Chem. Soc. 2005, 127, 14198.
-
(2005)
J. Am. Chem. Soc
, vol.127
, pp. 14198
-
-
Lebel, H.1
Huard, K.2
Lectard, S.3
-
7
-
-
33746308969
-
-
(d) Liang, C.; Robert-Peillard, F.; Fruit, C.; Müller, P.; Dodd, R. H.; Dauban, P. Angew. Chem., Int. Ed. 2006, 45, 4641.
-
(2006)
Angew. Chem., Int. Ed
, vol.45
, pp. 4641
-
-
Liang, C.1
Robert-Peillard, F.2
Fruit, C.3
Müller, P.4
Dodd, R.H.5
Dauban, P.6
-
10
-
-
0037012833
-
-
For demonstrations of Rh(II)-mediated atom transfer reactions in total synthesis, see: (a) Doyle, M. P.; Hu, W.; Valenzuela, M. V. J. Org. Chem. 2002, 67, 2954.
-
For demonstrations of Rh(II)-mediated atom transfer reactions in total synthesis, see: (a) Doyle, M. P.; Hu, W.; Valenzuela, M. V. J. Org. Chem. 2002, 67, 2954.
-
-
-
-
12
-
-
33644544051
-
-
(c) Davies, H. M. L.; Dai, X.; Long, M. S. J. Am. Chem. Soc. 2006, 128, 2485.
-
(2006)
J. Am. Chem. Soc
, vol.128
, pp. 2485
-
-
Davies, H.M.L.1
Dai, X.2
Long, M.S.3
-
16
-
-
37049095037
-
-
(b) Mansuy, D.; Mahy, J.-P.; Duréault, A.; Bedi, G.; Battioni, P. Chem. Commun. 1984, 1161.
-
(1984)
Chem. Commun
, pp. 1161
-
-
Mansuy, D.1
Mahy, J.-P.2
Duréault, A.3
Bedi, G.4
Battioni, P.5
-
17
-
-
29344457003
-
-
For recent reviews on the formation and reactivity of metal nitrenoids formed from the reaction of metal complexes and azides, see: (a) Katsuki, T. Chem. Lett. 2005, 34, 1304
-
For recent reviews on the formation and reactivity of metal nitrenoids formed from the reaction of metal complexes and azides, see: (a) Katsuki, T. Chem. Lett. 2005, 34, 1304.
-
-
-
-
18
-
-
33747052051
-
-
(b) Cenini, S.; Gallo, E.; Caselli, A.; Ragaini, F.; Fantauzzi, S.; Piangiolino, C. Coord. Chem. Rev. 2006, 250, 1234.
-
(2006)
Coord. Chem. Rev
, vol.250
, pp. 1234
-
-
Cenini, S.1
Gallo, E.2
Caselli, A.3
Ragaini, F.4
Fantauzzi, S.5
Piangiolino, C.6
-
19
-
-
0001286831
-
-
3 produces nitrene, which was reported to react with styrene in the presence of a Rh(II) bis(naphthol)phosphate catalyst to produce an aziridine in 9% yield. In the absence of hv, no aziridine was produced. See: Mueller, P.; Baud, C.; Naegeli, I. J. Phys. Org. Chem. 1998, 11, 597.
-
3 produces nitrene, which was reported to react with styrene in the presence of a Rh(II) bis(naphthol)phosphate catalyst to produce an aziridine in 9% yield. In the absence of hv, no aziridine was produced. See: Mueller, P.; Baud, C.; Naegeli, I. J. Phys. Org. Chem. 1998, 11, 597.
-
-
-
-
20
-
-
0008384277
-
-
For leading reviews, see: a, Trost, B. M, Fleming, I, Ley, S, Eds, Pergamon: Oxford
-
For leading reviews, see: (a) Moody, C. J. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Ley, S., Eds.; Pergamon: Oxford, 1991; Vol. 7, p 21.
-
(1991)
Comprehensive Organic Synthesis
, vol.7
, pp. 21
-
-
Moody, C.J.1
-
22
-
-
33645544385
-
-
For a discussion of the safety issues of processes involving azides, see
-
For a discussion of the safety issues of processes involving azides, see: Wiss, J.; Fleury, C.; Onken, U. Org. Process Res. Dev. 2006, 10, 349.
-
(2006)
Org. Process Res. Dev
, vol.10
, pp. 349
-
-
Wiss, J.1
Fleury, C.2
Onken, U.3
-
23
-
-
34250881563
-
-
The vinyl azides employed herein were synthesized by the condensation of an aromatic or heteroaromatic aldehyde with methyl azidoacetate
-
The vinyl azides employed herein were synthesized by the condensation of an aromatic or heteroaromatic aldehyde with methyl azidoacetate.
-
-
-
-
24
-
-
24044531286
-
-
Bräse, S.; Gil, C.; Knepper, K.; Zimmermann, V. Angew. Chem., Int. Ed. 2005, 44, 5188.
-
(2005)
Angew. Chem., Int. Ed
, vol.44
, pp. 5188
-
-
Bräse, S.1
Gil, C.2
Knepper, K.3
Zimmermann, V.4
-
25
-
-
34250827084
-
-
An alkyl azide is a key intermediate in the Roche Tamiflu synthesis. See: Federspiel, M, et al. Org. Process Res. Dev. 1999, 3, 266
-
An alkyl azide is a key intermediate in the Roche Tamiflu synthesis. See: Federspiel, M.; et al. Org. Process Res. Dev. 1999, 3, 266.
-
-
-
-
26
-
-
0000574395
-
-
For leading reports on the thermal version of the reaction, see: a
-
For leading reports on the thermal version of the reaction, see: (a) Hemetsberger, H.; Knittel, D.; Weidmann, H. Monatsh. Chem. 1970, 101, 161.
-
(1970)
Monatsh. Chem
, vol.101
, pp. 161
-
-
Hemetsberger, H.1
Knittel, D.2
Weidmann, H.3
-
29
-
-
4544274913
-
-
Cui, Y.; He, C. Angew. Chem., Int. Ed. 2004, 43, 4210.
-
(2004)
Angew. Chem., Int. Ed
, vol.43
, pp. 4210
-
-
Cui, Y.1
He, C.2
-
30
-
-
0034794306
-
-
Dauban, P.; Sanière, L.; Tarrade, A.; Dodd, R. H. J. Am. Chem. Soc. 2001, 123, 7707.
-
(2001)
J. Am. Chem. Soc
, vol.123
, pp. 7707
-
-
Dauban, P.1
Sanière, L.2
Tarrade, A.3
Dodd, R.H.4
-
31
-
-
0037415080
-
-
Ragaini, F.; Penoni, A.; Gallo, E.; Tollari, S.; Gotti, C. L.; Lapadula, M.; Mangioni, E.; Cenini, S. Chem. - Eur. J. 2003, 9, 249.
-
(2003)
Chem. - Eur. J
, vol.9
, pp. 249
-
-
Ragaini, F.1
Penoni, A.2
Gallo, E.3
Tollari, S.4
Gotti, C.L.5
Lapadula, M.6
Mangioni, E.7
Cenini, S.8
-
32
-
-
0035907897
-
-
Bach, T.; Schlummer, B.; Harms, K. Chem. - Eur. J. 2001, 7, 2581.
-
(2001)
Chem. - Eur. J
, vol.7
, pp. 2581
-
-
Bach, T.1
Schlummer, B.2
Harms, K.3
-
33
-
-
34250888740
-
-
See Supporting Information for a complete listing of the reaction conditions employed
-
See Supporting Information for a complete listing of the reaction conditions employed.
-
-
-
-
34
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34250829667
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In the absence of catalyst, no indole product was formed at this temperature
-
In the absence of catalyst, no indole product was formed at this temperature.
-
-
-
-
35
-
-
0037065710
-
-
For mechanistic and computational studies of related Rh(II)-mediated carbene transfer reactions, see, respectively: (a) Pirrung, M. C.; Liu, H.; Morehead, A. T., Jr. J. Am. Chem. Soc 2002, 124, 1014.
-
For mechanistic and computational studies of related Rh(II)-mediated carbene transfer reactions, see, respectively: (a) Pirrung, M. C.; Liu, H.; Morehead, A. T., Jr. J. Am. Chem. Soc 2002, 124, 1014.
-
-
-
-
36
-
-
84961985018
-
-
(b) Nakamura, E.; Yoshikai, N.; Yamanaka, M. J. Am. Chem. Soc. 2002, 124, 7181.
-
(2002)
J. Am. Chem. Soc
, vol.124
, pp. 7181
-
-
Nakamura, E.1
Yoshikai, N.2
Yamanaka, M.3
-
37
-
-
10944234984
-
-
For a study of the mechanism of the intramolecular C-H bond insertion of aryl nitrenes, see
-
For a study of the mechanism of the intramolecular C-H bond insertion of aryl nitrenes, see: Murata, S.; Tsubone, Y.; Kawai, R.; Eguchi, D.; Tomioka, H. J. Phys. Org. Chem. 2005, 18, 9.
-
(2005)
J. Phys. Org. Chem
, vol.18
, pp. 9
-
-
Murata, S.1
Tsubone, Y.2
Kawai, R.3
Eguchi, D.4
Tomioka, H.5
-
38
-
-
37049111878
-
-
For reports of Lewis acid coordination to the α-nitrogen of an azide, see: a
-
For reports of Lewis acid coordination to the α-nitrogen of an azide, see: (a) Takeuchi, H.; Maeda, M.; Mitani, M.; Koyama, K. Chem. Commun. 1985, 287.
-
(1985)
Chem. Commun
, pp. 287
-
-
Takeuchi, H.1
Maeda, M.2
Mitani, M.3
Koyama, K.4
-
39
-
-
0001056137
-
-
(b) Olah, G. A.; Ramaiah, P.; Wang, Q.; Prakash, G. K. S. J. Org. Chem. 1993, 58, 6900.
-
(1993)
J. Org. Chem
, vol.58
, pp. 6900
-
-
Olah, G.A.1
Ramaiah, P.2
Wang, Q.3
Prakash, G.K.S.4
-
41
-
-
2542471780
-
-
For a related Rh(II)-mediated C-H functionalization reaction postulated to occur in a stepwise fashion, see: Clark, J. S.; Dossetter, A. G.; Wong, Y.-S.; Townsend, R. J.; Whittingham, W. G.; Russell, C. A. J. Org. Chem. 2004, 69, 3886.
-
For a related Rh(II)-mediated C-H functionalization reaction postulated to occur in a stepwise fashion, see: Clark, J. S.; Dossetter, A. G.; Wong, Y.-S.; Townsend, R. J.; Whittingham, W. G.; Russell, C. A. J. Org. Chem. 2004, 69, 3886.
-
-
-
-
42
-
-
0000705205
-
-
For related isotope studies of C-H bond functionalization by rhodium carbenoids, see: a
-
For related isotope studies of C-H bond functionalization by rhodium carbenoids, see: (a) Wang, P.; Adams, J. J. Am. Chem. Soc. 1994, 116, 3296.
-
(1994)
J. Am. Chem. Soc
, vol.116
, pp. 3296
-
-
Wang, P.1
Adams, J.2
-
43
-
-
0035959465
-
-
(b) Clark, J. S.; Wong, Y.-S.; Townsend, R. J. Tetrahedron Lett. 2001, 42, 6187.
-
(2001)
Tetrahedron Lett
, vol.42
, pp. 6187
-
-
Clark, J.S.1
Wong, Y.-S.2
Townsend, R.J.3
-
44
-
-
0001038327
-
-
For a discussion on the isotope effects observed in electrophilic aromatic substitution, see
-
For a discussion on the isotope effects observed in electrophilic aromatic substitution, see: Perrin, C. L. J. Org. Chem. 1971, 36, 420.
-
(1971)
J. Org. Chem
, vol.36
, pp. 420
-
-
Perrin, C.L.1
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