-
2
-
-
28744458623
-
-
Angew. Chem., Int. Ed. 2005, 44, 7674-7684.
-
(2005)
Chem., Int. Ed
, vol.44
, pp. 7674-7684
-
-
Angew1
-
3
-
-
23044431622
-
-
(b) Kondoh, A.; Takami, K.; Yorimitsu, H.: Oshima, K. J. Org. Chem. 2005, 70, 6468-6473.
-
(2005)
J. Org. Chem
, vol.70
, pp. 6468-6473
-
-
Kondoh, A.1
Takami, K.2
Yorimitsu, H.3
Oshima, K.4
-
4
-
-
1642431603
-
-
(c) Farhat, S.; Zouev, I.; Marek, I. Tetrahedron 2004, 60, 1329-1337.
-
(2004)
Tetrahedron
, vol.60
, pp. 1329-1337
-
-
Farhat, S.1
Zouev, I.2
Marek, I.3
-
6
-
-
0242684486
-
-
(b) Mauleón, P.; Núñez, A. A.; Alonso. I.; Carretero, J. C. Chem. Eur. J. 2003, 9, 1511-1520.
-
(2003)
Chem. Eur. J
, vol.9
, pp. 1511-1520
-
-
Mauleón, P.1
Núñez, A.A.2
Alonso, I.3
Carretero, J.C.4
-
8
-
-
23044510482
-
-
Chumachenko, N.; Sampson, P.; Hunter, A. D.; Zeller, M. Org. Lett. 2005, 7, 3203-3206.
-
(2005)
Org. Lett
, vol.7
, pp. 3203-3206
-
-
Chumachenko, N.1
Sampson, P.2
Hunter, A.D.3
Zeller, M.4
-
12
-
-
23844467825
-
-
Fernández, F.; Gómez, M.; Jansat, S.; Muller, G.; Martin, E.; Flores-Santos, L.; et al. Organometallics 2005, 24, 3946.
-
(2005)
Organometallics
, vol.24
, pp. 3946
-
-
Fernández, F.1
Gómez, M.2
Jansat, S.3
Muller, G.4
Martin, E.5
Flores-Santos, L.6
-
13
-
-
0342830631
-
-
Parham, W. E.; Blake, F. D.; Theissen, D. R. J. Org. Chem. 1962, 27, 2415-2419.
-
(1962)
J. Org. Chem
, vol.27
, pp. 2415-2419
-
-
Parham, W.E.1
Blake, F.D.2
Theissen, D.R.3
-
14
-
-
13844261144
-
-
(a) Gumireddy, K.; Baker, S. J.; Cosenza, S. C.; Premila, J.; Kang, A. D.; Robell, K. A.; et al. Proc Natl. Acad. Sci. U.S.A. 2005, 102, 1992-1997.
-
(2005)
Proc Natl. Acad. Sci. U.S.A
, vol.102
, pp. 1992-1997
-
-
Gumireddy, K.1
Baker, S.J.2
Cosenza, S.C.3
Premila, J.4
Kang, A.D.5
Robell, K.A.6
-
15
-
-
17644368237
-
-
(b) Gumireddy, K.; Reddy, M. V. R.; Cosenza, S. C.; Boominathan, R.; Baker, S. J.; Papathi, N.; et al. Cancer Cell 2005, 7, 275-286.
-
(2005)
Cancer Cell
, vol.7
, pp. 275-286
-
-
Gumireddy, K.1
Reddy, M.V.R.2
Cosenza, S.C.3
Boominathan, R.4
Baker, S.J.5
Papathi, N.6
-
17
-
-
0346887172
-
-
Related styryl sulfones
-
(a) Sharma, V. M.; Seshu, K. V.; Sekhar, V. C.; Madan, S.; Vishnu, B.; Babu, P.; et al. Bioorg. Med. Chem. Lett. 2004, 14, 67-71. Related styryl sulfones:
-
(2004)
Bioorg. Med. Chem. Lett
, vol.14
, pp. 67-71
-
-
Sharma, V.M.1
Seshu, K.V.2
Sekhar, V.C.3
Madan, S.4
Vishnu, B.5
Babu, P.6
-
18
-
-
12444337204
-
-
(b) Vedula, M. S.; Pulipaka, A. B.; Venna, C.; Chintakunta, V. K.; Jinnapally, S.; Kattuboina, V. A.; et al. Eur. J. Med. Chem. 2003, 38, 811-824.
-
(2003)
Eur. J. Med. Chem
, vol.38
, pp. 811-824
-
-
Vedula, M.S.1
Pulipaka, A.B.2
Venna, C.3
Chintakunta, V.K.4
Jinnapally, S.5
Kattuboina, V.A.6
-
19
-
-
0032576120
-
-
Roush, W. R.; Gwaltney, S. L.; Cheng, J.; Scheidt, K. A.; McKerrow, J. H.; Hansell, E. J. Am. Chem. Soc. 1998, 120, 10994-10995.
-
(1998)
J. Am. Chem. Soc
, vol.120
, pp. 10994-10995
-
-
Roush, W.R.1
Gwaltney, S.L.2
Cheng, J.3
Scheidt, K.A.4
McKerrow, J.H.5
Hansell, E.6
-
20
-
-
0000898678
-
-
Radical methods provide a mixture of the E- and Z-linear regioisomers (A and B, eq 1), generally favoring the Z isomer (B). For example, see: (a) Benati, L.; Capella, L.; Montevecchi, P. C.; Spagnolo, P. J. Org. Chem. 1994, 59, 2818-2823.
-
Radical methods provide a mixture of the E- and Z-linear regioisomers (A and B, eq 1), generally favoring the Z isomer (B). For example, see: (a) Benati, L.; Capella, L.; Montevecchi, P. C.; Spagnolo, P. J. Org. Chem. 1994, 59, 2818-2823.
-
-
-
-
22
-
-
0012201469
-
-
(c) Galambos, G.; Csokasi, P.; Szantay, C., Jr.; Szantay, C. Liebigs Ann. Chem. 1997, 9, 1969-1978.
-
(1997)
Liebigs Ann. Chem
, vol.9
, pp. 1969-1978
-
-
Galambos, G.1
Csokasi, P.2
Szantay Jr., C.3
Szantay, C.4
-
23
-
-
0032541643
-
-
For an example of a radical reaction leading to the E/Z mixtures enriched in the E-linear isomer, see: Nguyen, V.-H.; Nishino, H.; Kajikawa, S.; Kurosawa, K. Tetrahedron 1998, 54, 11445-11460.
-
For an example of a radical reaction leading to the E/Z mixtures enriched in the E-linear isomer, see: Nguyen, V.-H.; Nishino, H.; Kajikawa, S.; Kurosawa, K. Tetrahedron 1998, 54, 11445-11460.
-
-
-
-
24
-
-
29344451759
-
-
Nucleophilic methods have been used to prepare alkyl (Z)-vinyl sulfides: (a) Carson, J. F.; Boggs, L. E. J. Org. Chem. 1967, 32, 673-676.
-
Nucleophilic methods have been used to prepare alkyl (Z)-vinyl sulfides: (a) Carson, J. F.; Boggs, L. E. J. Org. Chem. 1967, 32, 673-676.
-
-
-
-
25
-
-
23044431622
-
-
(b) Kondoh, A.; Takami, K.; Yorimitsu, H.; Oshima, K. J. Org. Chem. 2005, 70, 6468-6473.
-
(2005)
J. Org. Chem
, vol.70
, pp. 6468-6473
-
-
Kondoh, A.1
Takami, K.2
Yorimitsu, H.3
Oshima, K.4
-
26
-
-
0001664696
-
-
Metal-catalyzed hydrothiolation reactions with arenethiols are reported as follows. Pd: (a) Kuniyasu, H.; Ogawa, A.; Sato, K.-I.; Ryu, I.; Kambe, N.; Sonoda, N. J. Am. Chem. Soc. 1992, 114, 5902-5903.
-
Metal-catalyzed hydrothiolation reactions with arenethiols are reported as follows. Pd: (a) Kuniyasu, H.; Ogawa, A.; Sato, K.-I.; Ryu, I.; Kambe, N.; Sonoda, N. J. Am. Chem. Soc. 1992, 114, 5902-5903.
-
-
-
-
28
-
-
0033538289
-
-
(c) Ogawa, A.; Ikeda, T.; Kimura, K.; Hirao, T. J. Am. Chem. Soc. 1999, 121, 5108-5114.
-
(1999)
J. Am. Chem. Soc
, vol.121
, pp. 5108-5114
-
-
Ogawa, A.1
Ikeda, T.2
Kimura, K.3
Hirao, T.4
-
29
-
-
34147138304
-
-
(d) Burling, S.; Field, L. D.; Messerle, B. A.; Vuong, K. Q.; Turner, P. Dalton Trans. 2003, 4181-4191.
-
(2003)
Dalton Trans
, pp. 4181-4191
-
-
Burling, S.1
Field, L.D.2
Messerle, B.A.3
Vuong, K.Q.4
Turner, P.5
-
30
-
-
33746893062
-
-
Yoshiyuki, M.; Seino, H.; Mizobe, Y. J. Organomet. Chem. 2006, 691, 3157-3164. Ni:
-
(e) Yoshiyuki, M.; Seino, H.; Mizobe, Y. J. Organomet. Chem. 2006, 691, 3157-3164. Ni:
-
-
-
-
31
-
-
1942489282
-
-
(f) Han, L.-B.; Zhang, C.; Yazawa, H.; Shimada, S. J. Am. Chem. Soc 2004, 126, 5080-5081.
-
(2004)
J. Am. Chem. Soc
, vol.126
, pp. 5080-5081
-
-
Han, L.-B.1
Zhang, C.2
Yazawa, H.3
Shimada, S.4
-
32
-
-
29144490813
-
-
(g) Ananikov, V. P.; Malyshev, D. A.; Beletskaya, I. P.; Aleksandrov, G. G.; Eremenko, I. L. Adv. Synth. Catal. 2005, 347, 1993-2001.
-
(2005)
Adv. Synth. Catal
, vol.347
, pp. 1993-2001
-
-
Ananikov, V.P.1
Malyshev, D.A.2
Beletskaya, I.P.3
Aleksandrov, G.G.4
Eremenko, I.L.5
-
33
-
-
33646373908
-
-
(h) Ananikov, V. P.; Orlov, N. V.; Beletskaya, I. P. Organometallics 2006, 25, 1970-1977.
-
(2006)
Organometallics
, vol.25
, pp. 1970-1977
-
-
Ananikov, V.P.1
Orlov, N.V.2
Beletskaya, I.P.3
-
34
-
-
33748807078
-
-
(i) Malyshev, D. A.; Scott, N. M.; Marion, N.; Stevens, E. D.; Ananikov, V. P.; Beletskaya, I. P.; Nolan, S. P. Organometallics 2006, 25, 4462-4470.
-
(2006)
Organometallics
, vol.25
, pp. 4462-4470
-
-
Malyshev, D.A.1
Scott, N.M.2
Marion, N.3
Stevens, E.D.4
Ananikov, V.P.5
Beletskaya, I.P.6
Nolan, S.P.7
-
35
-
-
33751156297
-
-
For an example of hydrothiolation of highly activated alkynes (Michael acceptors) using alkanethiols, see: Koelle, U.; Rietmann, C.; Tjoe, J.; Wagner, T.; Englert, U. Organometallics 1995, 14, 703-713.
-
For an example of hydrothiolation of highly activated alkynes (Michael acceptors) using alkanethiols, see: Koelle, U.; Rietmann, C.; Tjoe, J.; Wagner, T.; Englert, U. Organometallics 1995, 14, 703-713.
-
-
-
-
36
-
-
0033936116
-
-
For an example of intramolecular alkyne hydrothiolation with alkanethiols, see
-
For an example of intramolecular alkyne hydrothiolation with alkanethiols, see: McDonald, F. E.; Burova, S. A.; Huffman, L. G. Synthesis 2000, 7, 970-974.
-
(2000)
Synthesis
, vol.7
, pp. 970-974
-
-
McDonald, F.E.1
Burova, S.A.2
Huffman, L.G.3
-
38
-
-
34147123642
-
-
Pd-catalyzed hydrothiolation using alkanethiols: (a) Kondoh, A.; Yirimitsu, H.; Oshima, K. Org. Lett. 2007, 9, 1383-1385.
-
Pd-catalyzed hydrothiolation using alkanethiols: (a) Kondoh, A.; Yirimitsu, H.; Oshima, K. Org. Lett. 2007, 9, 1383-1385.
-
-
-
-
39
-
-
34250810313
-
-
(b) Ananikov, V. P.; Orlov, N. V.; Beletskaya, I. P.; Khrustaley, V. N.; Antipin, M. Y.; Timofeeva, T. V. J. Am. Chem. Soc. 2007, 129, 7252-7253.
-
(2007)
J. Am. Chem. Soc
, vol.129
, pp. 7252-7253
-
-
Ananikov, V.P.1
Orlov, N.V.2
Beletskaya, I.P.3
Khrustaley, V.N.4
Antipin, M.Y.5
Timofeeva, T.V.6
-
40
-
-
0035820159
-
-
(a) Connelly, N. G.; Emslie, D. J. H.; Geiger, W. E.; Hayward, O. D.; Linehan, E. B.; Orpen, A. G.; Quayle, M. J.; Rieger, P. H. Dalton Trans. 2001, 670-683.
-
(2001)
Dalton Trans
, pp. 670-683
-
-
Connelly, N.G.1
Emslie, D.J.H.2
Geiger, W.E.3
Hayward, O.D.4
Linehan, E.B.5
Orpen, A.G.6
Quayle, M.J.7
Rieger, P.H.8
-
41
-
-
0036065486
-
-
(b) Cîrcu, V.; Fernandes, M. A.: Carlton, L. Inorg. Chem. 2002, 41, 3859-3865.
-
(2002)
Inorg. Chem
, vol.41
, pp. 3859-3865
-
-
Cîrcu, V.1
Fernandes, M.A.2
Carlton, L.3
-
42
-
-
37049133322
-
-
Osborn, J. A.; Jardine, F. H.; Young, J. F.; Wilkinson, G. J. Chem. Soc. A 1966, 1711-1732.
-
(1966)
J. Chem. Soc. A
, pp. 1711-1732
-
-
Osborn, J.A.1
Jardine, F.H.2
Young, J.F.3
Wilkinson, G.4
-
44
-
-
0037042265
-
-
For related rhodium complexes with bound DCM, see: a
-
For related rhodium complexes with bound DCM, see: (a) Taw, F. L.; Mellows, H.; White, P. S.; Hollander, F. J.; Bergman, R. G.; Brookhart, M.; Heinekey, D. M. J. Am. Chem. Soc. 2002, 124, 5100-5108.
-
(2002)
J. Am. Chem. Soc
, vol.124
, pp. 5100-5108
-
-
Taw, F.L.1
Mellows, H.2
White, P.S.3
Hollander, F.J.4
Bergman, R.G.5
Brookhart, M.6
Heinekey, D.M.7
-
45
-
-
28244437178
-
-
(b) Cotton, F. A.; Murillo, C. A.; Stiriba, S.-E.; Wang, X.; Yu, R. Inorg. Chem. 2005, 44, 8223-8233.
-
(2005)
Inorg. Chem
, vol.44
, pp. 8223-8233
-
-
Cotton, F.A.1
Murillo, C.A.2
Stiriba, S.-E.3
Wang, X.4
Yu, R.5
-
46
-
-
36749025603
-
-
2
-
2
-
-
-
-
48
-
-
0018457348
-
-
Bäckvall, J. E.; Akermark, B.; Ljunggren, S. O. J. Am. Chem. Soc. 1979, 101, 2411-2416.
-
(1979)
J. Am. Chem. Soc
, vol.101
, pp. 2411-2416
-
-
Bäckvall, J.E.1
Akermark, B.2
Ljunggren, S.O.3
-
49
-
-
0000793706
-
-
Methoxypalladation: Stille, J. K.; James, D. E.; Hines, L. F. J. Am. Chem. Soc. 1973, 95, 5062-5064.
-
(a) Methoxypalladation: Stille, J. K.; James, D. E.; Hines, L. F. J. Am. Chem. Soc. 1973, 95, 5062-5064.
-
-
-
-
50
-
-
36748999300
-
-
Hydroxypalladation: Stille, J. K.; James, D. E. J. Am. Chem. Soc. 1975, 97, 614-616. Aminopalladation:
-
(b) Hydroxypalladation: Stille, J. K.; James, D. E. J. Am. Chem. Soc. 1975, 97, 614-616. Aminopalladation:
-
-
-
-
51
-
-
0013435207
-
-
(c) Akermark, B.; Bäckvall, J. E.; Siiralla-Hansén, K.; Sjöberg, K.; Zetterberg, K. Tetrahedron Lett. 1974, 1363-1366.
-
(1974)
Tetrahedron Lett
, pp. 1363-1366
-
-
Akermark, B.1
Bäckvall, J.E.2
Siiralla-Hansén, K.3
Sjöberg, K.4
Zetterberg, K.5
-
53
-
-
0000429766
-
-
(a) Garcia Alonso, F. J.; Hehn, A.; Wolf, J.; Otto, H.; Werner, H. Angew. Chem. 1985, 97, 401-402;
-
(1985)
Angew. Chem
, vol.97
, pp. 401-402
-
-
Garcia Alonso, F.J.1
Hehn, A.2
Wolf, J.3
Otto, H.4
Werner, H.5
-
55
-
-
0000697518
-
-
(b) Werner, H.; Wolf, J.; Garcia Alonso, F. J.; Ziegler, M. L.; Serhadli, O. J. Organomet. Chem. 1987, 336, 397-411.
-
(1987)
J. Organomet. Chem
, vol.336
, pp. 397-411
-
-
Werner, H.1
Wolf, J.2
Garcia Alonso, F.J.3
Ziegler, M.L.4
Serhadli, O.5
-
56
-
-
0038651053
-
-
Canepa, G.; Brandt, C. D.; Hg, K.; Wolf, J.; Werner. H. Chem. Eur. J. 2003, 9, 2502-2515.
-
(c) Canepa, G.; Brandt, C. D.; Hg, K.; Wolf, J.; Werner. H. Chem. Eur. J. 2003, 9, 2502-2515.
-
-
-
-
57
-
-
36749047871
-
-
No evidence of deuterium exchange between alkyne and thiol was observed
-
No evidence of deuterium exchange between alkyne and thiol was observed.
-
-
-
-
58
-
-
36749044705
-
-
Thiol and alkyne were allowed to react in the absence of Wilkinson's catalyst to 54% conversion (38% Z and 16% E). Catalyst was then added. The reaction proceeded to 92% conversion (38% Z, 52% E, 2% branched), consistent with our data that the catalytic reaction proceeds with 19:1 E:branched selectivity.
-
Thiol and alkyne were allowed to react in the absence of Wilkinson's catalyst to 54% conversion (38% Z and 16% E). Catalyst was then added. The reaction proceeded to 92% conversion (38% Z, 52% E, 2% branched), consistent with our data that the catalytic reaction proceeds with 19:1 E:branched selectivity.
-
-
-
-
59
-
-
0001898727
-
-
(a) Kajitani, M.; Suetsugu, T.; Takagi, T.; Akiyama, T.; Sugimori, A.; Aoki, K.; Yamazaki, H. J. Organomet. Chem. 1995, 487, C8-C14.
-
(1995)
Organomet. Chem
, vol.487
-
-
Kajitani, M.1
Suetsugu, T.2
Takagi, T.3
Akiyama, T.4
Sugimori, A.5
Aoki, K.6
Yamazaki, H.J.7
-
60
-
-
0001503288
-
-
(b) Herberhold, M.; Yan, H.; Milius, W.; Wrackmeyer, B. Angew. Chem. 1999, 111, 3888-3890;
-
(1999)
Angew. Chem
, vol.111
, pp. 3888-3890
-
-
Herberhold, M.1
Yan, H.2
Milius, W.3
Wrackmeyer, B.4
-
61
-
-
0033576668
-
-
Angew. Chem., Int. Ed. 1999, 38, 3689-3691.
-
(1999)
Chem., Int. Ed
, vol.38
, pp. 3689-3691
-
-
Angew1
-
62
-
-
0034683110
-
-
(c) Herberhold, M.; Yan, H.; Milius, W.; Wrackmeyer, B. Chem. Eur. J. 2000, 6, 3026-3032.
-
(2000)
Chem. Eur. J
, vol.6
, pp. 3026-3032
-
-
Herberhold, M.1
Yan, H.2
Milius, W.3
Wrackmeyer, B.4
-
63
-
-
0035889207
-
-
(d) Ikada, T.; Mizobe, Y.; Hidai, M. Organometallics 2001, 20, 4441-4444.
-
(2001)
Organometallics
, vol.20
, pp. 4441-4444
-
-
Ikada, T.1
Mizobe, Y.2
Hidai, M.3
-
64
-
-
0003487210
-
-
For examples, see: a, 2nd ed, University Science Books: Mill Valley, CA
-
For examples, see: (a) Collman, J. P.; Hegedus, L. S.; Norton, J. R.; Finke, R. G. In Principles and Applications of Organotransition Metal Chemistry, 2nd ed.; University Science Books: Mill Valley, CA, 1987.
-
(1987)
Principles and Applications of Organotransition Metal Chemistry
-
-
Collman, J.P.1
Hegedus, L.S.2
Norton, J.R.3
Finke, R.G.4
-
65
-
-
0013272402
-
-
Togni, A, Grützmacher, H, Eds, Wiley-VCH: Weinheim, Germany
-
(b) Catalytic Heterofunctionalization; Togni, A., Grützmacher, H., Eds.; Wiley-VCH: Weinheim, Germany, 2001.
-
(2001)
Catalytic Heterofunctionalization
-
-
-
66
-
-
0001734919
-
-
(a) Onopchenko, A.; Sabourin, E. T.; Beach, D. L. J. Org. Chem. 1983, 48, 5101-5105.
-
(1983)
J. Org. Chem
, vol.48
, pp. 5101-5105
-
-
Onopchenko, A.1
Sabourin, E.T.2
Beach, D.L.3
-
68
-
-
0000084656
-
-
(c) Ojima, I.; Clos, N.; Donovan, R. J.; Ingallina, P. Organometallics 1990, 9, 3127-3133.
-
(1990)
Organometallics
, vol.9
, pp. 3127-3133
-
-
Ojima, I.1
Clos, N.2
Donovan, R.J.3
Ingallina, P.4
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