-
2
-
-
29744434171
-
-
note
-
A search for the indole core in WDI database retrieved more than 3700 hits. See also ref. 5.
-
-
-
-
3
-
-
0024583123
-
-
(a) Bartoli, G.; Palmieri, G.; Bosco, M.; Dalpozzo, R. Tetrahedron Lett. 1989, 30, 2129.
-
(1989)
Tetrahedron Lett.
, vol.30
, pp. 2129
-
-
Bartoli, G.1
Palmieri, G.2
Bosco, M.3
Dalpozzo, R.4
-
5
-
-
0001022902
-
-
(c) McKittrick, B.; Failli, A.; Steffan, R. J.; Soll, R. M. J. Heterocycl. Chem. 1990, 27, 2151.
-
(1990)
J. Heterocycl. Chem.
, vol.27
, pp. 2151
-
-
McKittrick, B.1
Failli, A.2
Steffan, R.J.3
Soll, R.M.4
-
7
-
-
84990086006
-
-
Review on the use of transition metals in the synthesis and functionalisation of indoles: Hegedus, L. S. Angew. Chem., Int. Ed. Engl. 1988, 27, 1113.
-
(1988)
Angew. Chem., Int. Ed. Engl.
, vol.27
, pp. 1113
-
-
Hegedus, L.S.1
-
8
-
-
0029823888
-
-
and references cited therein
-
(a) This article gives a very comprehensive overview of the challenges faced in the synthesis of 7-substituted indoles: Ezquerra, J.; Pedregal, C.; Lamas, C. J. Org. Chem. 1996, 61, 5804; and references cited therein.
-
(1996)
J. Org. Chem.
, vol.61
, pp. 5804
-
-
Ezquerra, J.1
Pedregal, C.2
Lamas, C.3
-
9
-
-
0034679471
-
-
and references cited therein
-
(b) Rodriguez, A. L.; Koradin, C.; Dohle, W.; Knochel, P. Angew. Chem. Int. Ed. 2000, 39, 2488; and references cited therein.
-
(2000)
Angew. Chem. Int. Ed.
, vol.39
, pp. 2488
-
-
Rodriguez, A.L.1
Koradin, C.2
Dohle, W.3
Knochel, P.4
-
10
-
-
0037463514
-
-
(c) Koradin, C.; Dohle, W.; Rodriguez, A. L.; Schmid, B.; Knochel, P. Tetrahedron 2003, 59, 1571.
-
(2003)
Tetrahedron
, vol.59
, pp. 1571
-
-
Koradin, C.1
Dohle, W.2
Rodriguez, A.L.3
Schmid, B.4
Knochel, P.5
-
11
-
-
0028118842
-
-
It is possible to functionalise the 3-position in situ, but it implies concomitant substitution at the 2-position: (a) Arcadi, A.; Cacchi, S.; Carcinelli, V.; Marinelli, F. Tetrahedron 1994, 50, 437.
-
(1994)
Tetrahedron
, vol.50
, pp. 437
-
-
Arcadi, A.1
Cacchi, S.2
Carcinelli, V.3
Marinelli, F.4
-
12
-
-
0026769043
-
-
(b) Arcadi, A.; Cacchi, S.; Marinelli, F. Tetrahedron Lett. 1992, 33, 3915.
-
(1992)
Tetrahedron Lett.
, vol.33
, pp. 3915
-
-
Arcadi, A.1
Cacchi, S.2
Marinelli, F.3
-
13
-
-
33744870975
-
-
Larock, R. C.; Yum, E. K.; Refvik, M. D. J. Org. Chem. 1998, 63, 7652.
-
(1998)
J. Org. Chem.
, vol.63
, pp. 7652
-
-
Larock, R.C.1
Yum, E.K.2
Refvik, M.D.3
-
15
-
-
0001379168
-
-
(a) Odle, R.; Blevins, B.; Ratcliff, M.; Hegedus, L. S. J. Org. Chem. 1980, 45, 2709.
-
(1980)
J. Org. Chem.
, vol.45
, pp. 2709
-
-
Odle, R.1
Blevins, B.2
Ratcliff, M.3
Hegedus, L.S.4
-
16
-
-
0033505723
-
-
(b) See also: Yang, S.; Chung, W. Indian J. Chem., Sect. B: Org. Chem. Incl. Med. Chem. 1999, 38, 897.
-
(1999)
Indian J. Chem., Sect. B: Org. Chem. Incl. Med. Chem.
, vol.38
, pp. 897
-
-
Yang, S.1
Chung, W.2
-
17
-
-
0141741411
-
-
Hartung, C. G.; Fecher, A.; Chapell, B.; Snieckus, V. Org. Lett. 2003, 5, 1899.
-
(2003)
Org. Lett.
, vol.5
, pp. 1899
-
-
Hartung, C.G.1
Fecher, A.2
Chapell, B.3
Snieckus, V.4
-
19
-
-
0001006723
-
-
(b) Somei, M.; Yamada, F.; Hamada, H.; Kawasaki, T. Heterocycles 1989, 29, 643.
-
(1989)
Heterocycles
, vol.29
, pp. 643
-
-
Somei, M.1
Yamada, F.2
Hamada, H.3
Kawasaki, T.4
-
21
-
-
0029935975
-
-
A similar strategy has previously been reported: Macor, J. E.; Ogilvic, R. J.; Wythes, M. J. Tetrahedron Lett. 1996, 37, 4289.
-
(1996)
Tetrahedron Lett.
, vol.37
, pp. 4289
-
-
Macor, J.E.1
Ogilvic, R.J.2
Wythes, M.J.3
-
22
-
-
29744469048
-
-
note
-
Aniline 2 is also commercially available from Maybridge.
-
-
-
-
25
-
-
33748647785
-
-
Reviews: (c) De Meijere, A.; Meyer, F. E. Angew. Chem., Int. Ed. Engl. 1994, 33, 2379.
-
(1994)
Angew. Chem., Int. Ed. Engl.
, vol.33
, pp. 2379
-
-
De Meijere, A.1
Meyer, F.E.2
-
26
-
-
0000629440
-
-
Liebeskind, L. S., Ed.; JAI Press: Greenwich CT
-
(d) Jeffery, T. In Advances in Metal-Organic Chemistry, Vol. 5; Liebeskind, L. S., Ed.; JAI Press: Greenwich CT, 1996, 153-260.
-
(1996)
Advances in Metal-Organic Chemistry
, vol.5
, pp. 153-260
-
-
Jeffery, T.1
-
27
-
-
0028951046
-
-
and references therein
-
Gardiner, J. M.; Loyns, C. R.; Schwalbe, C. H.; Barrett, G. C.; Lowe, P. R. Tetrahedron 1995, 51, 4101; and references therein.
-
(1995)
Tetrahedron
, vol.51
, pp. 4101
-
-
Gardiner, J.M.1
Loyns, C.R.2
Schwalbe, C.H.3
Barrett, G.C.4
Lowe, P.R.5
-
28
-
-
0035804432
-
-
(a) Bosch, J.; Roca, T.; Armengol, M.; Fernandez-Forner, D. Tetrahedron 2001, 57, 1041.
-
(2001)
Tetrahedron
, vol.57
, pp. 1041
-
-
Bosch, J.1
Roca, T.2
Armengol, M.3
Fernandez-Forner, D.4
-
29
-
-
29744436275
-
-
See also ref. 13
-
(b) See also ref. 13.
-
-
-
-
30
-
-
29744436895
-
-
note
-
The NOE experiment proved that the stereochemistry of the exocyclic double bond is as shown in Scheme 3.
-
-
-
-
31
-
-
0000486622
-
-
(a) Hegedus, L. S.; Mulhern, T. A.; Mori, A. J. Org. Chem. 1985, 50, 4282.
-
(1985)
J. Org. Chem.
, vol.50
, pp. 4282
-
-
Hegedus, L.S.1
Mulhern, T.A.2
Mori, A.3
-
32
-
-
29744449376
-
-
See also ref. 9b
-
(b) See also ref. 9b.
-
-
-
-
33
-
-
8244236706
-
-
Sakamoto, T.; Kondo, Y.; Uchiyama, M.; Yamanaka, H. J. Chem. Soc., Perkin Trans, 1 1993, 1941.
-
(1993)
J. Chem. Soc., Perkin Trans. 1
, pp. 1941
-
-
Sakamoto, T.1
Kondo, Y.2
Uchiyama, M.3
Yamanaka, H.4
-
35
-
-
29744443797
-
-
note
-
Removal of the TFA proved more difficult than in the case of amide 11 and was not complete after 2 d using similar conditions (deprotection of 11 takes 15 min at r.t). We therefore did not attempt the Heck cyclisation on the unprotected aniline.
-
-
-
-
36
-
-
29744457309
-
-
note
-
3: 310.14377; found: 310.14372.
-
-
-
|