-
3
-
-
4143096437
-
-
For indoline preparation using xanthate transfer, see: b, Oxford University Press, Inc, New York
-
For indoline preparation using xanthate transfer, see: (b) Zard, S. Z. In Radical Reactions in Organic Synthesis; Oxford University Press, Inc.: New York, 2003; pp 153-163.
-
(2003)
Radical Reactions in Organic Synthesis
, pp. 153-163
-
-
Zard, S.Z.1
-
4
-
-
0033605910
-
-
(c) Ly, T.-M.; Quiclet-Sire, B.; Sortais, B.; Zard, S. Z. Tetrahedron. Lett. 1999, 40, 2533.
-
(1999)
Tetrahedron. Lett
, vol.40
, pp. 2533
-
-
Ly, T.-M.1
Quiclet-Sire, B.2
Sortais, B.3
Zard, S.Z.4
-
5
-
-
34250678785
-
-
For a review on azaindoline synthesis, see
-
For a review on azaindoline synthesis, see: Song, J. J.; Reeves, J. T.; Gallou, F.; Tan, Z.; Yee, N. K.; Senanayake, C. H. Chem. Soc. Rev. 2007, 36, 1120.
-
(2007)
Chem. Soc. Rev
, vol.36
, pp. 1120
-
-
Song, J.J.1
Reeves, J.T.2
Gallou, F.3
Tan, Z.4
Yee, N.K.5
Senanayake, C.H.6
-
6
-
-
34547133252
-
-
Sun, H.; Ehlhardt, W. J.; Kulanthaivel, P.; Lanza, D. L.; Reilly, C. A.; Yost, G. S. J. Pharmacol. Exp. Ther. 2007, 322, 843.
-
(2007)
J. Pharmacol. Exp. Ther
, vol.322
, pp. 843
-
-
Sun, H.1
Ehlhardt, W.J.2
Kulanthaivel, P.3
Lanza, D.L.4
Reilly, C.A.5
Yost, G.S.6
-
7
-
-
19544393159
-
-
Gigant, B.; Wang, C.; Ravelli, R. B. G.; Roussi, F.; Steinmetz, M. O.; Curmi, P. A.; Sobel, A.; Knossow, M. Nature 2005, 435, 519.
-
(2005)
Nature
, vol.435
, pp. 519
-
-
Gigant, B.1
Wang, C.2
Ravelli, R.B.G.3
Roussi, F.4
Steinmetz, M.O.5
Curmi, P.A.6
Sobel, A.7
Knossow, M.8
-
10
-
-
39749086814
-
-
Cai, X.-H.; Tan, Q.-G.; Liu, Y.-P.; Feng, T.; Du, Z.-Z.; Li, W.-Q.; Luo, X.-D. Org. Lett. 2008, 10, 577.
-
(2008)
Org. Lett
, vol.10
, pp. 577
-
-
Cai, X.-H.1
Tan, Q.-G.2
Liu, Y.-P.3
Feng, T.4
Du, Z.-Z.5
Li, W.-Q.6
Luo, X.-D.7
-
11
-
-
61349175952
-
-
(a) Bertini, F.; Galli, R.; Perchinunno, M.; Minisci, F. Tetrahedron 1971, 27, 3575.
-
(1971)
Tetrahedron
, vol.27
, pp. 3575
-
-
Bertini, F.1
Galli, R.2
Perchinunno, M.3
Minisci, F.4
-
12
-
-
0002523168
-
-
Renaud, P, Sibi, M. P, Eds, Wiley-VCH: Weinheim
-
(b) Studer, A.; Bossart, M. In Radicals in Organic Synthesis; Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim, 2001; Vol. 2, pp 62-76.
-
(2001)
Radicals in Organic Synthesis
, vol.2
, pp. 62-76
-
-
Studer, A.1
Bossart, M.2
-
15
-
-
0026737508
-
-
For our previous studies on indoline and isoindolinone synthesis using nucleophilic addition strategies, see: (a) Wipf, P, Kim, Y. Tetrahedron Lett. 1992, 33, 5477
-
For our previous studies on indoline and isoindolinone synthesis using nucleophilic addition strategies, see: (a) Wipf, P.; Kim, Y. Tetrahedron Lett. 1992, 33, 5477.
-
-
-
-
16
-
-
34548523510
-
-
(b) Pierce, J. G.; Waller, D. L.; Wipf, P. J. Organomet. Chem. 2007, 692, 4618.
-
(2007)
J. Organomet. Chem
, vol.692
, pp. 4618
-
-
Pierce, J.G.1
Waller, D.L.2
Wipf, P.3
-
19
-
-
0032539234
-
-
(a) Gansäuer, A.; Bluhm, H.; Pierobon, M. J. Am. Chem. Soc. 1998, 120, 12849.
-
(1998)
J. Am. Chem. Soc
, vol.120
, pp. 12849
-
-
Gansäuer, A.1
Bluhm, H.2
Pierobon, M.3
-
20
-
-
0031882645
-
-
(b) Gansäuer, A.; Pierobon, M.; Bluhm, H. Angew. Chem., Int. Ed. 1998, 37, 101.
-
(1998)
Angew. Chem., Int. Ed
, vol.37
, pp. 101
-
-
Gansäuer, A.1
Pierobon, M.2
Bluhm, H.3
-
21
-
-
33846786873
-
-
and references cited therein
-
(c) Gansäuer, A.; Barchuk, A.; Keller, F.; Schmitt, M.; Grimme, S.; Gerenkamp, M.; Mück-Lichtenfeld, C.; Daasbjerg, K.; Svith, H. J. Am. Chem. Soc. 2007, 129, 1359, and references cited therein.
-
(2007)
J. Am. Chem. Soc
, vol.129
, pp. 1359
-
-
Gansäuer, A.1
Barchuk, A.2
Keller, F.3
Schmitt, M.4
Grimme, S.5
Gerenkamp, M.6
Mück-Lichtenfeld, C.7
Daasbjerg, K.8
Svith, H.9
-
22
-
-
0035210214
-
-
For reviews, see: a
-
For reviews, see: (a) Gansäuer, A.; Pierobon, M.; Bluhm, H. Synthesis 2001, 16, 2500.
-
(2001)
Synthesis
, vol.16
, pp. 2500
-
-
Gansäuer, A.1
Pierobon, M.2
Bluhm, H.3
-
23
-
-
33645533829
-
-
(b) Barrero, A. F.; Quilez del Moral, J. F.; Sanchez, E. M.; Arteaga, J. F. Eur. J. Org. Chem. 2006, 1627.
-
(2006)
Eur. J. Org. Chem
, pp. 1627
-
-
Barrero, A.F.1
Quilez del Moral, J.F.2
Sanchez, E.M.3
Arteaga, J.F.4
-
24
-
-
37549025072
-
-
For additional applications, see: c
-
For additional applications, see: (c) Fernandez-Mateos, A.; Herrero Teijon, P.; Mateos Buron, L.; Rabanedo Clemente, R.; Rubio Gonzalez, R. J. Org. Chem. 2007, 72, 9973.
-
(2007)
J. Org. Chem
, vol.72
, pp. 9973
-
-
Fernandez-Mateos, A.1
Herrero Teijon, P.2
Mateos Buron, L.3
Rabanedo Clemente, R.4
Rubio Gonzalez, R.5
-
25
-
-
33847335008
-
-
(d) Monleon, L. M.; Grande, M.; Anaya, J. Tetrahedron 2007, 63, 3017.
-
(2007)
Tetrahedron
, vol.63
, pp. 3017
-
-
Monleon, L.M.1
Grande, M.2
Anaya, J.3
-
26
-
-
33645811728
-
-
Barvainiene, B.; Stanisauskaite, A.; Getautis, V. Chem. Heterocycl. Cmpd. 2006, 42, 123.
-
(2006)
Chem. Heterocycl. Cmpd
, vol.42
, pp. 123
-
-
Barvainiene, B.1
Stanisauskaite, A.2
Getautis, V.3
-
27
-
-
61349192313
-
-
Sonication was used to increase reagent solubility
-
Sonication was used to increase reagent solubility.
-
-
-
-
28
-
-
61349089276
-
-
Typical Procedure: To a flame-dried two-neck flask was added 129 mg (0.43 mmol) of 4c, 3.2 mg (0.01 mmol) of Cp2TiCl 2, 102 mg (0.64 mmol) of collidine hydrochloride, and 35.6 mg (0.64 mmol) of Mn0. The vessel was fitted with a reflux condenser and purged three times with Ar. After addition of 4.3 mL of deoxygenated THF (0.1 M, the reaction mixture was placed in a preheated oil bath and heated at reflux for 3 h. The color of the solution gradually changed from light pink to a dark violet. The mixture was cooled to room temperature, quenched with satd NH 4Cl, extracted with 3 × 10 mL of Et2O, washed with brine, dried (MgSO4, and concentrated in vacuo. The residue was redissolved in 5 mL of MeOH and treated with 30 mg (25% w/w, 0.01 mmol) of Pd/C. The mixture was stirred at room tempearture under 1 atm of H2, and the disappearance of starting material was monitored by TLC hexanes/EtOAc, 1:1
-
2 (hexanes/EtOAc, 1:2) to afford 44 mg (0.26 mmol, 63%, two steps) of 8c as a yellow oil.
-
-
-
-
29
-
-
34547134215
-
-
Popowycz, F.; Merour, J.-Y.; Joseph, B. Tetrahedron 2007, 63, 8689.
-
(2007)
Tetrahedron
, vol.63
, pp. 8689
-
-
Popowycz, F.1
Merour, J.-Y.2
Joseph, B.3
-
31
-
-
7044284727
-
-
Bacque, E.; Qacemi, M. E.; Zard, S. Z. Org. Lett. 2004, 6, 3671.
-
(2004)
Org. Lett
, vol.6
, pp. 3671
-
-
Bacque, E.1
Qacemi, M.E.2
Zard, S.Z.3
-
33
-
-
0030603102
-
-
(a) Curran, D. P.; Liu, H.; Josien, H.; Ko, S.-B. Tetrahedron 1996, 52, 11385.
-
(1996)
Tetrahedron
, vol.52
, pp. 11385
-
-
Curran, D.P.1
Liu, H.2
Josien, H.3
Ko, S.-B.4
-
35
-
-
41849126022
-
-
(c) Clive, D. L. J.; Peng, J.; Fletcher, S. P.; Ziffle, V. E.; Wingert, D. J. Org. Chem. 2008, 73, 2330.
-
(2008)
J. Org. Chem
, vol.73
, pp. 2330
-
-
Clive, D.L.J.1
Peng, J.2
Fletcher, S.P.3
Ziffle, V.E.4
Wingert, D.5
-
36
-
-
0025880852
-
-
(a) Bowman, W. R.; Heaney, H.; Jordan, B. M. Tetrahedron 1991, 47, 10119.
-
(1991)
Tetrahedron
, vol.47
, pp. 10119
-
-
Bowman, W.R.1
Heaney, H.2
Jordan, B.M.3
-
37
-
-
2442630750
-
-
(b) Beckwith, A. L. J.; Bowry, V. W.; Bowman, W. R.; Mann, E.; Parr, J.; Storey, J. M. D. Angew. Chem., Int. Ed. 2004, 43, 95.
-
(2004)
Angew. Chem., Int. Ed
, vol.43
, pp. 95
-
-
Beckwith, A.L.J.1
Bowry, V.W.2
Bowman, W.R.3
Mann, E.4
Parr, J.5
Storey, J.M.D.6
-
39
-
-
61349119424
-
-
0, the desired Cbz-protected indoline was isolated in only 35% yield.
-
0, the desired Cbz-protected indoline was isolated in only 35% yield.
-
-
-
-
40
-
-
0001656596
-
-
For Friedel-Crafts cycloalkylation with arylalkyloxiranes, see: a
-
For Friedel-Crafts cycloalkylation with arylalkyloxiranes, see: (a) Taylor, S. K.; Hockerman, G. H.; Karrick, G. L.; Lyle, S. B.; Schramm, S. B. J. Org. Chem. 1983, 48, 2449.
-
(1983)
J. Org. Chem
, vol.48
, pp. 2449
-
-
Taylor, S.K.1
Hockerman, G.H.2
Karrick, G.L.3
Lyle, S.B.4
Schramm, S.B.5
-
41
-
-
0001490847
-
-
(b) Taylor, S. K.; May, S. A.; Stansby, E. S. J. Org. Chem. 1996, 61, 2075.
-
(1996)
J. Org. Chem
, vol.61
, pp. 2075
-
-
Taylor, S.K.1
May, S.A.2
Stansby, E.S.3
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