-
3
-
-
0028823331
-
-
2. (a) Kang, S-K.; Jung K-Y.; Park, C-H.; Jang, S-B. Tetrahedron Lett. 1995, 36, 8047-8050.
-
(1995)
Tetrahedron Lett.
, vol.36
, pp. 8047-8050
-
-
Kang, S.-K.1
Jung, K.-Y.2
Park, C.-H.3
Jang, S.-B.4
-
4
-
-
0000882877
-
-
(b) Kang, S-K.; Lee, H-W.; Jang, S-B.; Kim, T-H.; Pyun, S-J. J. Org. Chem. 1996, 61, 2604-2605.
-
(1996)
J. Org. Chem.
, vol.61
, pp. 2604-2605
-
-
Kang, S.-K.1
Lee, H.-W.2
Jang, S.-B.3
Kim, T.-H.4
Pyun, S.-J.5
-
5
-
-
0002264751
-
-
(c) Kang, S-K.; Lee, H-W.; Jang, S-B.; Ho, P-S. J. Chem. Soc. Chem. Commun. 1996, 835-836.
-
(1996)
J. Chem. Soc. Chem. Commun.
, pp. 835-836
-
-
Kang, S.-K.1
Lee, H.-W.2
Jang, S.-B.3
Ho, P.-S.4
-
6
-
-
0029883066
-
-
(d) Kang, S-K.; Lee, H-W.; Kim, J-S.; Choi, S-C. Tetrahedron Lett. 1996, 37, 3723-3726.
-
(1996)
Tetrahedron Lett.
, vol.37
, pp. 3723-3726
-
-
Kang, S.-K.1
Lee, H.-W.2
Kim, J.-S.3
Choi, S.-C.4
-
7
-
-
0000288965
-
-
(e) Rang, S-K.; Lee, H-W.; Jang, S-B.; Ho, P-S. J. Org. Chem. 1996, 61, 4720-4724.
-
(1996)
J. Org. Chem.
, vol.61
, pp. 4720-4724
-
-
Rang, S.-K.1
Lee, H.-W.2
Jang, S.-B.3
Ho, P.-S.4
-
8
-
-
0000138132
-
-
3. (a) Ochiai, M.; Sumi, K.; Takaoka, Y.; Nagao, Y.; Shiro, M.; Fujita, E. Tetrahedron 1988, 44, 4095-4112.
-
(1988)
Tetrahedron
, vol.44
, pp. 4095-4112
-
-
Ochiai, M.1
Sumi, K.2
Takaoka, Y.3
Nagao, Y.4
Shiro, M.5
Fujita, E.6
-
9
-
-
0011299922
-
-
note
-
(b) The 2-(phenyl)thiopheneiodonium tetrafluoroborate (11) was prepared by adaptation of the procedure reported by M. Ochiai.
-
-
-
-
10
-
-
0026522397
-
-
Preparation of 1-phenyl-2-(dimethylfluorosilyl)acetylene (5): To a stirred solution of phenylacetylene (15 mL, 137 mmol) in THF (100 mL) was slowly added butyllithium (2.5 M in hexanes, 60.3 mL, 150 mmol) at -78 °C. The reaction mixture was stirred at room temperature for 10 min. And dichloromethylsilane (28.2 mL, 205 mmol) was added followed by adding copper (II) fluoride trihydrate (9 g, 54.8 mmol). The solvent and other volatiles were evaporated in vacuo. The crude product was separated by distillation (b.p. 83-84 °C/9 mmHg) to give 5 (14.1 g, 58%)
-
4. The compounds 3a, 3b, and 5 were prepared by a modified procedure reported in the literature, see, Hatanaka, Y.; Fukushima, S.; Hiyama, T. Tetrahedron 1992, 48, 2113-2126. Preparation of 1-phenyl-2-(dimethylfluorosilyl)acetylene (5): To a stirred solution of phenylacetylene (15 mL, 137 mmol) in THF (100 mL) was slowly added butyllithium (2.5 M in hexanes, 60.3 mL, 150 mmol) at -78 °C. The reaction mixture was stirred at room temperature for 10 min. And dichloromethylsilane (28.2 mL, 205 mmol) was added followed by adding copper (II) fluoride trihydrate (9 g, 54.8 mmol). The solvent and other volatiles were evaporated in vacuo. The crude product was separated by distillation (b.p. 83-84 °C/9 mmHg) to give 5 (14.1 g, 58%).
-
(1992)
Tetrahedron
, vol.48
, pp. 2113-2126
-
-
Hatanaka, Y.1
Fukushima, S.2
Hiyama, T.3
-
13
-
-
0017900604
-
-
2O. Hydrosilylation; see, (a) Yoshida, J.; Tamao, K.; Takahashi, M.; Kumada, M. Tetrahedron Lett. 1978, 25, 2161-2164.
-
(1978)
Tetrahedron Lett.
, vol.25
, pp. 2161-2164
-
-
Yoshida, J.1
Tamao, K.2
Takahashi, M.3
Kumada, M.4
-
14
-
-
33845555198
-
-
(b) Tamao, K.; Yoshida, J.; Yamamoto, H.; Kakui, T.; Matsumoto, H.; Kumada, M. Organometallics 1982, 1, 355-368. Fluorination: Tamao, K.; Kakui, T.; Yoshida, J.; Kumada, M. Tetrahedron 1983, 39, 983-990. Preparation of (E)-β-dimethylfluorosilylstyrene (4a): To a stirred solution of chlorodimethylsilane (12.0 g, 117 mmol) and 3 or 4 drops of hexachloroplatinic acid in THF (10 mL) was slowly added phenylacetylene (8.0 g, 78 mmol) at a rate such that a steady reflux was maintained. The reaction mixture was stirred for 4 hours and copper (II) fluoride trihydrate (7.28 g, 46.8 mmol) was added in situ. The solvent and other volatiles were evaporated in vacuo. The crude product was separated by distillation (b.p. 60-64 °C/0.7 mmHg) to give 4a (8.43 g, 60%).
-
(1982)
Organometallics
, vol.1
, pp. 355-368
-
-
Tamao, K.1
Yoshida, J.2
Yamamoto, H.3
Kakui, T.4
Matsumoto, H.5
Kumada, M.6
-
15
-
-
0000497149
-
-
Preparation of (E)-β-dimethylfluorosilylstyrene (4a): To a stirred solution of chlorodimethylsilane (12.0 g, 117 mmol) and 3 or 4 drops of hexachloroplatinic acid in THF (10 mL) was slowly added phenylacetylene (8.0 g, 78 mmol) at a rate such that a steady reflux was maintained. The reaction mixture was stirred for 4 hours and copper (II) fluoride trihydrate (7.28 g, 46.8 mmol) was added in situ. The solvent and other volatiles were evaporated in vacuo. The crude product was separated by distillation (b.p. 60-64 °C/0.7 mmHg) to give 4a (8.43 g, 60%)
-
(b) Tamao, K.; Yoshida, J.; Yamamoto, H.; Kakui, T.; Matsumoto, H.; Kumada, M. Organometallics 1982, 1, 355-368. Fluorination: Tamao, K.; Kakui, T.; Yoshida, J.; Kumada, M. Tetrahedron 1983, 39, 983-990. Preparation of (E)-β-dimethylfluorosilylstyrene (4a): To a stirred solution of chlorodimethylsilane (12.0 g, 117 mmol) and 3 or 4 drops of hexachloroplatinic acid in THF (10 mL) was slowly added phenylacetylene (8.0 g, 78 mmol) at a rate such that a steady reflux was maintained. The reaction mixture was stirred for 4 hours and copper (II) fluoride trihydrate (7.28 g, 46.8 mmol) was added in situ. The solvent and other volatiles were evaporated in vacuo. The crude product was separated by distillation (b.p. 60-64 °C/0.7 mmHg) to give 4a (8.43 g, 60%).
-
(1983)
Tetrahedron
, vol.39
, pp. 983-990
-
-
Tamao, K.1
Kakui, T.2
Yoshida, J.3
Kumada, M.4
-
17
-
-
0001481201
-
-
8. (a) Moriarty, R. M.; Epa, W. R.; Awasthi, A. K. J. Am. Chem. Soc. 1991, 113, 6315-6317.
-
(1991)
J. Am. Chem. Soc.
, vol.113
, pp. 6315-6317
-
-
Moriarty, R.M.1
Epa, W.R.2
Awasthi, A.K.3
-
18
-
-
84943904705
-
-
(b) Hinkle, R. J.; Poulter, G. T.; Stang, P. J. J. Am. Chem. Soc. 1993, 115, 11626-11627.
-
(1993)
J. Am. Chem. Soc.
, vol.115
, pp. 11626-11627
-
-
Hinkle, R.J.1
Poulter, G.T.2
Stang, P.J.3
-
20
-
-
0011377703
-
-
9. Kim, J-I.; Lee, J.T.; Yeo, K-D. Bull. Korean Chem. Soc. 1985, 6, 366-369.
-
(1985)
Bull. Korean Chem. Soc.
, vol.6
, pp. 366-369
-
-
Kim, J.-I.1
Lee, J.T.2
Yeo, K.-D.3
-
22
-
-
0021480348
-
-
11. (a) Sheffy, F. K.; Godschlax, J. P.; Stille, J. K. J. Am. Chem. Soc. 1984, 106, 4833-4840.
-
(1984)
J. Am. Chem. Soc.
, vol.106
, pp. 4833-4840
-
-
Sheffy, F.K.1
Godschlax, J.P.2
Stille, J.K.3
-
23
-
-
0021515151
-
-
(b) Goure, W. F.; Wright, M. E.; Davis, P. D.; Labadie, S. S.; Stille, J. K. J. Am. Chem. Soc. 1984, 106, 6417-6422.
-
(1984)
J. Am. Chem. Soc.
, vol.106
, pp. 6417-6422
-
-
Goure, W.F.1
Wright, M.E.2
Davis, P.D.3
Labadie, S.S.4
Stille, J.K.5
-
27
-
-
37049081635
-
-
(f) Kikukawa, K.; Idemoto, T.; Katayama, A.; Kondo, K.; Wada, F.; Matsuda, T. J. Chem. Soc., Perkin Trans. 1. 1987, 1511-1514.
-
(1987)
J. Chem. Soc., Perkin Trans. 1
, pp. 1511-1514
-
-
Kikukawa, K.1
Idemoto, T.2
Katayama, A.3
Kondo, K.4
Wada, F.5
Matsuda, T.6
-
28
-
-
0002790160
-
-
12. (a) Wakita, Y.; Yasanaga, T.; Akita, M.; Kojima, M. J. Organomet. Chem. 1986, 301, C17-C20.
-
(1986)
J. Organomet. Chem.
, vol.301
-
-
Wakita, Y.1
Yasanaga, T.2
Akita, M.3
Kojima, M.4
-
30
-
-
0026046823
-
-
(c) Ishiyama, T.; Miyaura, N.; Suzuki, A. Tetrahedron Lett. 1991, 32, 6923-6926.
-
(1991)
Tetrahedron Lett.
, vol.32
, pp. 6923-6926
-
-
Ishiyama, T.1
Miyaura, N.2
Suzuki, A.3
-
31
-
-
0027421019
-
-
(d) Ishiyama, T.; Kizaki, H.; Miyaura, N.; Suzuki, A. Tertahedron Lett. 1993, 34, 7595-7598.
-
(1993)
Tertahedron Lett.
, vol.34
, pp. 7595-7598
-
-
Ishiyama, T.1
Kizaki, H.2
Miyaura, N.3
Suzuki, A.4
-
32
-
-
37049077304
-
-
(e) Ishiyama, T.; Murata, M.; Suzuki, A.; Miyaura, N. J. Chem. Soc. Chem. Commun. 1995, 295-296.
-
(1995)
J. Chem. Soc. Chem. Commun.
, pp. 295-296
-
-
Ishiyama, T.1
Murata, M.2
Suzuki, A.3
Miyaura, N.4
-
33
-
-
0001356570
-
-
(f) Kondo, T.; Tsuji, Y.; Watanabe, Y. J. Organomet. Chem. 1988, 45, 397-403.
-
(1988)
J. Organomet. Chem.
, vol.45
, pp. 397-403
-
-
Kondo, T.1
Tsuji, Y.2
Watanabe, Y.3
-
34
-
-
0001287122
-
-
13. (a) Bumagin, N. A.; Ponomaryov, A. B.; Beletskaya, I. P. Tetrahedron Lett. 1985, 26, 4819-4822.
-
(1985)
Tetrahedron Lett.
, vol.26
, pp. 4819-4822
-
-
Bumagin, N.A.1
Ponomaryov, A.B.2
Beletskaya, I.P.3
-
35
-
-
0001731801
-
-
(b) Wakita, Y.; Yasunaga, T.; Kojima, M. J. Organomet. Chem. 1985, 288, 261-268.
-
(1985)
J. Organomet. Chem.
, vol.288
, pp. 261-268
-
-
Wakita, Y.1
Yasunaga, T.2
Kojima, M.3
-
39
-
-
0026522397
-
-
(c) Hatanaka, Y.; Fukushima, S.; Hiyama, T. Tetrahedron 1992, 48, 2113-2126.
-
(1992)
Tetrahedron
, vol.48
, pp. 2113-2126
-
-
Hatanaka, Y.1
Fukushima, S.2
Hiyama, T.3
-
42
-
-
0026103949
-
-
17. Goto, Y.; Hayashi, A.; Kimura, Y.; Nakayama, M.; J. Cryst. Growth. 1991, 108, 688-698. [Chem. Abstr. 114, 1991, 217435c]
-
(1991)
J. Cryst. Growth.
, vol.108
, pp. 688-698
-
-
Goto, Y.1
Hayashi, A.2
Kimura, Y.3
Nakayama, M.4
-
43
-
-
0026103949
-
-
17. Goto, Y.; Hayashi, A.; Kimura, Y.; Nakayama, M.; J. Cryst. Growth. 1991, 108, 688-698. [Chem. Abstr. 114, 1991, 217435c]
-
(1991)
Chem. Abstr.
, vol.114
-
-
-
44
-
-
33751386131
-
-
18. Okuro, K.; Furuune, M.; Enna, M.; Miura, M.; Nomura, M. J. Org. Chem. 1993, 585, 4716-4721.
-
(1993)
J. Org. Chem.
, vol.585
, pp. 4716-4721
-
-
Okuro, K.1
Furuune, M.2
Enna, M.3
Miura, M.4
Nomura, M.5
-
45
-
-
0011371522
-
-
19. Elokhina, V. N.; Nakhmanovich, A. S.; Bannikova, O. B.; Izv. Akad. Nauk. SSSR. Ser. Khim. 1990, 2637-2640. [Chem. Abstr. 114, 1991, 122282m]
-
(1990)
Izv. Akad. Nauk. SSSR. Ser. Khim.
, pp. 2637-2640
-
-
Elokhina, V.N.1
Nakhmanovich, A.S.2
Bannikova, O.B.3
-
46
-
-
4243559642
-
-
19. Elokhina, V. N.; Nakhmanovich, A. S.; Bannikova, O. B.; Izv. Akad. Nauk. SSSR. Ser. Khim. 1990, 2637-2640. [Chem. Abstr. 114, 1991, 122282m]
-
(1991)
Chem. Abstr.
, vol.114
-
-
-
47
-
-
0003601534
-
-
Merck & Co. Inc., Rahway, N.J., and references cited therein
-
20. "The Merck Index 11th Edition, M. Windholz, Ed., Merck & Co. Inc., Rahway, N.J., 1989, p 3314, and references cited therein.
-
(1989)
The Merck Index 11th Edition
, pp. 3314
-
-
Windholz, M.1
-
48
-
-
0003601534
-
-
Merck & Co. Inc., Rahway, N.J., and references cited therein
-
21. "The Merck Index 11th Edition, M. Windholz, Ed., Merck & Co. Inc., Rahway, N.J., 1989, p 3320, and references cited therein.
-
(1989)
The Merck Index 11th Edition
, pp. 3320
-
-
Windholz, M.1
|