-
1
-
-
33746540525
-
-
note
-
The terms dimer and dimerization are used in this paper for reasons of simplicity; correctly speaking, these biaryls are didehydrodimers of the corresponding aromatic portions. Mind that in this paper, the numbering system for dimeric carbazoles has been set identically to that of the monomers, independent of the coupling site.
-
-
-
-
2
-
-
0035901346
-
-
For a synthesis of methylene-bridged binary carbazole alkaloids, see Bringmann, G.; Taster, S. Tetrahedron 2001, 57, 2337.
-
(2001)
Tetrahedron
, vol.57
, pp. 2337
-
-
Bringmann, G.1
Taster, S.2
-
3
-
-
77957036993
-
-
Brossi, A., Ed.; Academic Press: New York
-
Chakraborty, D.P. In The Alkaloids, Vol. 44; Brossi, A., Ed.; Academic Press: New York, 1993; p. 257;
-
(1993)
The Alkaloids
, vol.44
, pp. 257
-
-
Chakraborty, D.P.1
-
4
-
-
0001524130
-
-
Herz, W.; Grisebach, H.; Kirby, G.W.; Tamm, C., Eds. Springer: Wien
-
Bhattacharyya, P.; Chakraborty, D.P. In Prog Chem Org Nat Prod 52; Herz, W.; Grisebach, H.; Kirby, G.W.; Tamm, C., Eds. Springer: Wien, 1987; p. 159;
-
(1987)
Prog Chem Org Nat Prod
, vol.52
, pp. 159
-
-
Bhattacharyya, P.1
Chakraborty, D.P.2
-
5
-
-
0025999191
-
-
Herz, W.; Kirby, G.W.; Steglich, W.; Tamm, C., Eds.; Springer: Wien
-
Chakraborty, D.P.; Roy, S. In Prog Chem Org Nat Prod 57; Herz, W.; Kirby, G.W.; Steglich, W.; Tamm, C., Eds.; Springer: Wien, 1991; p. 71.
-
(1991)
Prog Chem Org Nat Prod
, vol.57
, pp. 71
-
-
Chakraborty, D.P.1
Roy, S.2
-
7
-
-
0004009708
-
-
Herz, W.; Falk, H.; Kirby, G.W.; Moore, R.E.; Tamm, C., Eds.; Springer: Wien
-
Bringmann, G.; Günther, C.; Ochse, M.; Schupp, O.; Tasler, S. In Prog Chem Org Nat Prod 82; Herz, W.; Falk, H.; Kirby, G.W.; Moore, R.E.; Tamm, C., Eds.; Springer: Wien, 2001.
-
(2001)
Prog Chem Org Nat Prod
, vol.82
-
-
Bringmann, G.1
Günther, C.2
Ochse, M.3
Schupp, O.4
Tasler, S.5
-
8
-
-
0034143334
-
-
Bouaziz, Z.; Nebois, P.; Poumaroux, A.; Fillion, H. Heterocycles 2000, 52, 977.
-
(2000)
Heterocycles
, vol.52
, pp. 977
-
-
Bouaziz, Z.1
Nebois, P.2
Poumaroux, A.3
Fillion, H.4
-
10
-
-
0000297657
-
-
Scolastico, C.; Nicotra, F., Eds.; Kluwer Academic/Plenum Publishers: New York
-
Bringmann, G.; Tasler, S. In Current Trends in Organic Synthesis; Scolastico, C.; Nicotra, F., Eds.; Kluwer Academic/Plenum Publishers: New York, 1999, p. 105;
-
(1999)
Current Trends in Organic Synthesis
, pp. 105
-
-
Bringmann, G.1
Tasler, S.2
-
13
-
-
77957086242
-
-
Manske, R.H.F., Ed.; Academic Press: New York
-
Kapil, R.S. In The Alkaloids, Vol. XIII; Manske, R.H.F., Ed.; Academic Press: New York, 1971; p. 273;
-
(1971)
The Alkaloids
, vol.13
, pp. 273
-
-
Kapil, R.S.1
-
14
-
-
0017378646
-
-
Herz, W.; Grisebach, H.; Kirby, G.W., Eds.; Springer: Wien
-
Chakraborty, D.P. In Prog Chem Org Nat Prod 34; Herz, W.; Grisebach, H.; Kirby, G.W., Eds.; Springer: Wien, 1977; p. 299.
-
(1977)
Prog Chem Org Nat Prod
, vol.34
, pp. 299
-
-
Chakraborty, D.P.1
-
15
-
-
0000937360
-
-
Wu, T.-S.; Wang, M.-L.; Lai, J.-S.; Ito, C.; Furukawa, H. Phytochemistry 1991, 30, 1052.
-
(1991)
Phytochemistry
, vol.30
, pp. 1052
-
-
Wu, T.-S.1
Wang, M.-L.2
Lai, J.-S.3
Ito, C.4
Furukawa, H.5
-
16
-
-
85008096147
-
-
Furukawa, H.; Wu, T-S.; Ohta, T. Chem Pharm Bull 1983, 31,4202.
-
(1983)
Chem Pharm Bull
, vol.31
, pp. 4202
-
-
Furukawa, H.1
Wu, T.-S.2
Ohta, T.3
-
17
-
-
0026080059
-
-
Ito, C.; Nakagawa, M.; Wu, T.-S.; Furukawa, H. Chem Pharm Bull 1991, 39, 2525.
-
(1991)
Chem Pharm Bull
, vol.39
, pp. 2525
-
-
Ito, C.1
Nakagawa, M.2
Wu, T.-S.3
Furukawa, H.4
-
18
-
-
16044373462
-
-
Wu, T.-S.; Huang, S.-C.; Wu, P.-L. Tetrahedron Lett 1996, 37, 7819.
-
(1996)
Tetrahedron Lett
, vol.37
, pp. 7819
-
-
Wu, T.-S.1
Huang, S.-C.2
Wu, P.-L.3
-
19
-
-
0027744268
-
-
Ito, C.; Thoyama, Y.; Omura, M.; Kajiura, I.; Furukawa, H. Chem Pharm Bull 1993, 41, 2096.
-
(1993)
Chem Pharm Bull
, vol.41
, pp. 2096
-
-
Ito, C.1
Thoyama, Y.2
Omura, M.3
Kajiura, I.4
Furukawa, H.5
-
20
-
-
0033029893
-
-
Nutan, M.T.H.; Hasan, CM.; Rashid, M.A. Fitoterapia 1999, 70, 130.
-
(1999)
Fitoterapia
, vol.70
, pp. 130
-
-
Nutan, M.T.H.1
Hasan, C.M.2
Rashid, M.A.3
-
21
-
-
0001673644
-
-
For C,N-bonded biarylic natural products other than biscarbazoles, see Norton, R.S.; Wells, R.J. J Am Chem Soc 1982, 104, 3628;
-
(1982)
J Am Chem Soc
, vol.104
, pp. 3628
-
-
Norton, R.S.1
Wells, R.J.2
-
22
-
-
0342742143
-
-
Urban, S.; Hobbs, L.; Hooper, J.N.A.; Capon, R. J Aust J Chem 1995, 48, 1491.
-
(1995)
J Aust J Chem
, vol.48
, pp. 1491
-
-
Urban, S.1
Hobbs, L.2
Hooper, J.N.A.3
Capon, R.4
-
23
-
-
0025142891
-
-
Ito, C.; Wu, T.-S.; Furukawa, H. Chem Pharm Bull 1990, 38, 1143.
-
(1990)
Chem Pharm Bull
, vol.38
, pp. 1143
-
-
Ito, C.1
Wu, T.-S.2
Furukawa, H.3
-
24
-
-
0000750794
-
-
Schreier, P.; Herderich, M.; Humpf, H.U.; Schwab, W., Eds.; Vieweg: Braunschweig/Wiesbaden
-
Bringmann, G.; Busemann, S. In Natural Product Analysis; Schreier, P.; Herderich, M.; Humpf, H.U.; Schwab, W., Eds.; Vieweg: Braunschweig/Wiesbaden, 1998; p. 195;
-
(1998)
Natural Product Analysis
, pp. 195
-
-
Bringmann, G.1
Busemann, S.2
-
25
-
-
0027478258
-
-
Bringmann, G.; Gulden, K.-P.; Busse, H.; Fleischhauer, J.; Kramer, B.; Zobel, E. Tetrahedron 1993, 49, 3305;
-
(1993)
Tetrahedron
, vol.49
, pp. 3305
-
-
Bringmann, G.1
Gulden, K.-P.2
Busse, H.3
Fleischhauer, J.4
Kramer, B.5
Zobel, E.6
-
26
-
-
0343340391
-
-
Bringmann, G.; Günther, C.; Mühlbacher, J.; Gunathilake, M.D.L.P.; Wickramasinghe, A. Phytochemistry 2000, 53, 409.
-
(2000)
Phytochemistry
, vol.53
, pp. 409
-
-
Bringmann, G.1
Günther, C.2
Mühlbacher, J.3
Gunathilake, M.D.L.P.4
Wickramasinghe, A.5
-
27
-
-
33746509691
-
-
note
-
The only exceptions to these substitution patterns are murrastifoline-A (12) and B (13).
-
-
-
-
30
-
-
0000942115
-
-
Bringmann, G.; Walter, R.; Weirich, R. Angew Chem 1990, 102, 1006;
-
(1990)
Angew Chem
, vol.102
, pp. 1006
-
-
Bringmann, G.1
Walter, R.2
Weirich, R.3
-
33
-
-
0001659326
-
-
Trost, B.M.; Fleming, I., Eds.; Pergamon Press: Oxford
-
Knight, D.W. In Comprehensive Organic Synthesis; Trost, B.M.; Fleming, I., Eds.; Pergamon Press: Oxford, 1991; p. 449.
-
(1991)
Comprehensive Organic Synthesis
, pp. 449
-
-
Knight, D.W.1
-
35
-
-
0035148334
-
-
Bringmann, G.; Hinrichs, J.; Pabst, T.; Henschel, P.; Peters, K.; Peters, E.-M. Synthesis 2001, 155.
-
(2001)
Synthesis
, pp. 155
-
-
Bringmann, G.1
Hinrichs, J.2
Pabst, T.3
Henschel, P.4
Peters, K.5
Peters, E.-M.6
-
36
-
-
37049146966
-
-
4, or chromic acid have been known for more than 80 years, giving rise to a variety of N,N-, C,N-, and C,C-bonded bis-, ter-, and tetracarbazoles. Such reactions, however, were never performed on monomeric carbazole alkaloids and were not meant to afford dimeric natural products, therefore not leading to any of the 14 biscarbazole alkaloids known to date; see i.a.: Perkin, W.H.; Tucker, S.H. J Chem Soc 1921, 119, 216;
-
(1921)
J Chem Soc
, vol.119
, pp. 216
-
-
Perkin, W.H.1
Tucker, S.H.2
-
38
-
-
0016534489
-
-
For anodic oxidations and photooxidations, see i.a.: Ambrose, J.F.; Carpenter, L.L.; Nelson, R.F. J Electrochem Soc 1975, 122, 876;
-
(1975)
J Electrochem Soc
, vol.122
, pp. 876
-
-
Ambrose, J.F.1
Carpenter, L.L.2
Nelson, R.E.3
-
40
-
-
85042930885
-
-
For an earlier report on an oxidatively dimerized side product (4,4′-dibromo-8,8′-biscarbazole) resulting from an AlCl3 mediated trans-tert-burylation of unnatural 4-bromo-2,7-di-tert-butylcarbazole to benzene, see Tashiro, M.; Yamato, T. Kenkyu Hokoku-Asahi Garasu Kogyo Gijutsu Shoreikai 1980, 36, 93;
-
(1980)
Kenkyu Hokoku-Asahi Garasu Kogyo Gijutsu Shoreikai
, vol.36
, pp. 93
-
-
Tashiro, M.1
Yamato, T.2
-
43
-
-
0019216145
-
-
Sakano, K.; Ishimaru, K.; Nakamura, S. J Antibiotics 1980, 33, 683;
-
(1980)
J Antibiotics
, vol.33
, pp. 683
-
-
Sakano, K.1
Ishimaru, K.2
Nakamura, S.3
-
45
-
-
0001748163
-
-
Kaneda, M.; Sakano, K.-I.; Nakamura, S.; Kushi, Y.; Iitaka, Y. Heterocycles 1981, 15, 993.
-
(1981)
Heterocycles
, vol.15
, pp. 993
-
-
Kaneda, M.1
Sakano, K.-I.2
Nakamura, S.3
Kushi, Y.4
Iitaka, Y.5
-
46
-
-
0025641555
-
-
Kaneda, M.; Kitahara, T.; Yamasaki, K.; Nakamura, S. J Antibiot 1990, 43, 1623.
-
(1990)
J Antibiot
, vol.43
, pp. 1623
-
-
Kaneda, M.1
Kitahara, T.2
Yamasaki, K.3
Nakamura, S.4
-
47
-
-
0001546806
-
-
Bringmann, G.; Ledermann, A.; François, G. Heterocycles 1995, 40, 293.
-
(1995)
Heterocycles
, vol.40
, pp. 293
-
-
Bringmann, G.1
Ledermann, A.2
François, G.3
-
48
-
-
0029095245
-
-
Bringmann, G.; Ledermann, A.; Stahl, M.; Gulden, K.-P. Tetrahedron 1995, 51, 9353.
-
(1995)
Tetrahedron
, vol.51
, pp. 9353
-
-
Bringmann, G.1
Ledermann, A.2
Stahl, M.3
Gulden, K.-P.4
-
49
-
-
0034622898
-
-
note that the axial configuration of 1a, 2a, and 3a in Scheme 4 in this publication is drawn as (P) but described as (M) in the text
-
Lin, G.; Zhang, A. Tetrahedron 2000, 56, 7163; note that the axial configuration of 1a, 2a, and 3a in Scheme 4 in this publication is drawn as (P) but described as (M) in the text.
-
(2000)
Tetrahedron
, vol.56
, pp. 7163
-
-
Lin, G.1
Zhang, A.2
-
53
-
-
0002192433
-
-
Mason, S.F.; Seal, R.H.; Roberts, D.R. Tetrahedron 1974, 30, 1671.
-
(1974)
Tetrahedron
, vol.30
, pp. 1671
-
-
Mason, S.F.1
Seal, R.H.2
Roberts, D.R.3
-
56
-
-
0031785773
-
-
Bringmann, G.; Tasler, S.; Endress, H.; Peters, K.; Peters, E.-M. Synthesis 1998, 1501.
-
(1998)
Synthesis
, pp. 1501
-
-
Bringmann, G.1
Tasler, S.2
Endress, H.3
Peters, K.4
Peters, E.-M.5
-
57
-
-
0034801426
-
-
Bringmann, G.; Tasler, S.; Endress, H.; Kraus, J.; Messer, K.; Wohlfarth, M.; Lobin, W. J Am Chem Soc 2001, 123, 2703.
-
(2001)
J Am Chem Soc
, vol.123
, pp. 2703
-
-
Bringmann, G.1
Tasler, S.2
Endress, H.3
Kraus, J.4
Messer, K.5
Wohlfarth, M.6
Lobin, W.7
-
58
-
-
0000332467
-
-
Helmchen, G.; Hoffmann, R.W.; Mulzer, J.; Schaumann, E., Eds.; Thieme: Stuttgart
-
Bringmann, G.; Walter, R.; Weirich, R. In Methods of Organic Chemistry (Houben Weyl), 4th ed., Vol. E21a; Helmchen, G.; Hoffmann, R.W.; Mulzer, J.; Schaumann, E., Eds.; Thieme: Stuttgart, 1995; p. 567;
-
(1995)
Methods of Organic Chemistry (Houben Weyl), 4th Ed.
, vol.E21A
, pp. 567
-
-
Bringmann, G.1
Walter, R.2
Weirich, R.3
-
59
-
-
0000547277
-
-
Miyano, S.; Fukushima, H.; Handa, S.; Ito, H.; Hashimoto, H. Bull Chem Soc Jpn 1988, 61, 3249;
-
(1988)
Bull Chem Soc Jpn
, vol.61
, pp. 3249
-
-
Miyano, S.1
Fukushima, H.2
Handa, S.3
Ito, H.4
Hashimoto, H.5
-
60
-
-
0001114197
-
-
Takahashi, M.; Kuroda, T.; Ogiku, T.; Ohmizu, H.; Kondo, K.; Iwasaki, T. Heterocycles 1993, 36, 1867.
-
(1993)
Heterocycles
, vol.36
, pp. 1867
-
-
Takahashi, M.1
Kuroda, T.2
Ogiku, T.3
Ohmizu, H.4
Kondo, K.5
Iwasaki, T.6
-
63
-
-
0001206442
-
-
Lipshutz, B. H.; Kayser, F.; Liu, Z.-P. Angew Chem 1994, 106, 1962;
-
(1994)
Angew Chem
, vol.106
, pp. 1962
-
-
Lipshutz, B.H.1
Kayser, F.2
Liu, Z.-P.3
-
65
-
-
0031579463
-
-
For a related coupling, see Sugimura, T.; Yamada, H.; Inoue, S.; Tai, A. Tetrahedron: Asymmetry 1997, 8, 649;
-
(1997)
Tetrahedron: Asymmetry
, vol.8
, pp. 649
-
-
Sugimura, T.1
Yamada, H.2
Inoue, S.3
Tai, A.4
-
69
-
-
0034533596
-
-
Bringmann, G.; Hinrichs, J.; Henschel, P.; Peters, K.; Peters, E.-M. Synlett 2000, 1822;
-
(2000)
Synlett
, pp. 1822
-
-
Bringmann, G.1
Hinrichs, J.2
Henschel, P.3
Peters, K.4
Peters, E.-M.5
-
70
-
-
0035148334
-
-
Bringmann, G.; Hinrichs, J.; Pabst, T.; Henschel, P.; Peters, K.; Peters, E.-M. Synlett 2001, 155.
-
(2001)
Synlett
, pp. 155
-
-
Bringmann, G.1
Hinrichs, J.2
Pabst, T.3
Henschel, P.4
Peters, K.5
Peters, E.-M.6
-
71
-
-
0034697128
-
-
Bringmann, G.; Hinrichs, J.; Kraus, J.; Wuzik, A.; Schulz, T. J Org Chem 2000, 65, 2517.
-
(2000)
J Org Chem
, vol.65
, pp. 2517
-
-
Bringmann, G.1
Hinrichs, J.2
Kraus, J.3
Wuzik, A.4
Schulz, T.5
-
72
-
-
0035926104
-
-
Bringmann, G.; Tasler, S.; Endress, H.; Mühlbacher, J. J Chem Soc, Chem Commun 2001, 761.
-
(2001)
J Chem Soc, Chem Commun
, pp. 761
-
-
Bringmann, G.1
Tasler, S.2
Endress, H.3
Mühlbacher, J.4
-
73
-
-
33746478565
-
-
Bringmann, G.; Tasler, S.; Brun, R.; Lohse, M. J. Unpublished results
-
Bringmann, G.; Tasler, S.; Brun, R.; Lohse, M. J. Unpublished results.
-
-
-
-
74
-
-
0031965160
-
-
Bringmann, G.; Ledermann, A.; Holenz, J.; Kao, M.-T.; Busse, U.; Wu, H.G.; François, G. Planta Med 1998, 64, 54.
-
(1998)
Planta Med
, vol.64
, pp. 54
-
-
Bringmann, G.1
Ledermann, A.2
Holenz, J.3
Kao, M.-T.4
Busse, U.5
Wu, H.G.6
François, G.7
-
75
-
-
0034221319
-
-
Itoigawa, M.; Kashiwada, Y.; Ito, C.; Furukawa, H.; Tachibana, Y.; Bastow, K.F.; Lee, K.-H. J Nat Prod 2000, 63, 893.
-
(2000)
J Nat Prod
, vol.63
, pp. 893
-
-
Itoigawa, M.1
Kashiwada, Y.2
Ito, C.3
Furukawa, H.4
Tachibana, Y.5
Bastow, K.F.6
Lee, K.-H.7
-
76
-
-
0003426458
-
-
Berova, N.; Nakanishi, K.; Woody, R.W., Eds.; Wiley-VCH: Weinheim
-
Salvadori, P.; Di Bari, L.; Pescitelli, G. In Circular Dichroism-Principles and Applications, 2nd ed; Berova, N.; Nakanishi, K.; Woody, R.W., Eds.; Wiley-VCH: Weinheim, 2000; p 797.
-
(2000)
Circular Dichroism-Principles and Applications, 2nd Ed
, pp. 797
-
-
Salvadori, P.1
Di Bari, L.2
Pescitelli, G.3
|