Methods for the synthesis of vinyl sulfides

Russian Chemical Reviews

Volumn 72, Issue 9, 2003, Pages 769-786

  Zyk, N V ^a   Beloglazkina, E K ^a   Belova, M A ^a   Dubinina, N S ^a  

^a MOSCOW STATE UNIVERSITY   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 12344272108     PISSN: 0036021X     EISSN: 14684837     Source Type: Journal    
DOI: 10.1070/RC2003v072n09ABEH000794     Document Type: Review

References (177)

1. B Bartels, R Hunter, C D Simon, G D Tomlinson Tetrahedron Lett. 28 2985 (1987)
2. T Satoh, D Taguchi, C Suzuki, S Fujisawa Tetrahedron 57 493 (2001)
3. T H Morris, E H Smith, R Walsh J. Chem. Soc., Chem. Commun. 964 (1987)
4. T Imanishi, T Ohra, K Sugiyama, Y Ueda, Y Takemoto, C Iwata J. Chem. Soc., Chem. Commun. 269 (1992)
5. R D Miller, R Hassig Tetrahedron Lett. 26 2395 (1985)
6. M Hoshi, Y Masuda, A Arase J. Chem. Soc., Chem. Commun. 1068 (1985)
7. C F Stanfield, W L Cody, V J Hruby J. Org. Chem. 51 5153 (1986)
8. K Domon, K Masuya, K Tanino, I Kuwajima Tetrahedron Lett. 38 465 (1997)
9. K Masuya, K. Domon, K Tanino, I Kuwajima Synlett 157 (1996)
10. Y Takahashi, K Tanino, I Kuwajima Tetrahedron Lett. 37 5943 (1996)
11. E Busi, G Capozzi, S Menichetti, C Nativi Synthesis 643 (1992)
12. L P Rasteikene, D I Grechuite, M G Lin'kova, I L Knunyants Usp. Khim. 46 1041 (1977)
13. [Russ. Chem. Rev. 46 548 (1977)]
14. I V Koval' Usp. Khim. 63 338 (1994)
15. [Russ. Chem. Rev. 63 323 (1994)]
16. I V Koval' Usp. Khim. 64 781 (1995)
17. [Russ. Chem. Rev. 64 731 (1995)]
18. T Kondo, T Mitsudo Chem. Rev. 100 2305 (2000)
19. A Yu Sizov, A N Kovregin, A F Ermolov Usp. Khim. 72 394 (2003)
20. [Russ. Chem. Rev. 72 357 (2003)]
21. T J Barton, R G Zika J. Org. Chem. 35 1729 (1970)
22. E J Corey, E Block J. Org. Chem. 31 1663 (1966)
23. E D Weil, K J Smith, R J Gruber J. Org. Chem. 31 1669 (1966)
24. F Lautenschlaeger J. Org. Chem. 31 1679 (1966)
25. F Lautenschlaeger J. Org. Chem. 33 2620 (1968)
26. R C Fusson, C C Price, R A Bauman, O H Bullitt, W R Hatchard, E W Maynert J. Org. Chem. 11 469 (1946)
27. H Brintzinger, H Schmahl, H Witte Chem. Ber. 85 338 (1952)
28. W H Mueller, H Dines J. Heterocycl. Chem. 6 627 (1969)
29. N Kharasch, S J Accony J. Am. Chem. Soc. 75 1081 (1953)
30. US P. 3 040 086; Chem. Abstr. 57 315 (1962)
31. a
32. b
33. b
34. a
35. L Di Nunno, G Melloni, G Modena, G Scorrano Tetrahedron Lett. 4405 (1965)
36. F Montanari Gazz. Chim. Ital. 86 406 (1956)
37. N Kharasch, C N Yiannios J. Org. Chem. 29 1190 (1964)
38. V Calo, G Melloni, G Modena, G Scorrano Tetrahedron Lett. 4399 (1965)
39. V Calo, G Modena, G Scorrano J. Chem. Soc., C 1339 (1968)
40. V Calo, G Scorrano, G Modena J. Org. Chem. 34 2020 (1969)
41. V Calo, G Modena, G Scorrano J. Chem. Soc. C 1344 (1968)
42. F Montanari Gazz. Chim. Ital. 86 735 (1956)
43. H G Viehe, S Y Delavarenn Chem. Ber. 103 1216 (1970)
44. G Capozzi, C Caristi, V Lucchini, G Modena J. Chem. Soc., Perkin Trans. 1 2197 (1982)
45. G Capozzi, G Romeo, V Lucchini, G Modena J. Chem. Soc., Perkin Trans. 1 831 (1983)
46. G Capozzi, L Gori, S Menichetti Tetrahedron Lett. 31 6213 (1990)
47. A Debuigne, J Ggrard, L Hevesi Tetrahedron Lett. 40 5943 (1999)
48. A Alexakis, J Normant Synthesis 72 (1985)
49. a
50. A J Bridges, J W Fischer Tetrahedron Lett. 24 445 (1983)
51. H J Reich J. Org. Chem. 39 428 (1974)
52. Y Usuki, M Iwaoka, S Tomoda Chem. Lett. 1507 (1992)
53. V A Potapov, S V Amosova, A A Starkova, in The 18th International Symposium on the Organic Chemistry of Sulfur, Florence, 1998 p. 101
54. G H Schmid, M Heinola J. Am. Chem. Soc. 90 3466 (1968)
55. G H Schmid, A Modro, D G Garratt, K Yates Can. J. Chem. 54 3045 (1976)
56. G H Schmid, A Modro, F Lenz, D G Garratt, K Yates J. Org. Chem. 41 2331 (1976)
57. T Okuyama, K Izawa, T Fueno J. Org. Chem. 39 351 (1974)
58. G Capozzi, V Lucchini, G Modena, P Scrimin Nouv. J. Chim. 295 (1978)
59. A Modro, G H Schmid, K Yates J. Org. Chem. 44 4221 (1979)
60. b
61. a
62. G Capozzi, O De Lucchi, V Lucchini, G Modena J. Chem. Soc., Chem. Commun. 248 (1975)
63. G Capozzi, V Lucchini, G Modena, P Scrimin Tetrahedron Lett. 15 911 (1977)
64. V Lucchini, G Modena, G Valle, G Capozzi J. Org. Chem. 46 4720 (1981)
65. R Destro, V Lucchinni, G Modena, L Pasquato J. Org. Chem. 65 3367 (2000)
66. V Lucchinni, G Modena, L Pasquato J. Am. Chem. Soc. 110 6900 (1988)
67. V Lucchinni, G Modena, L Pasquato J. Am. Chem. Soc. 113 6600 (1991)
68. V Lucchinni, G Modena, L Pasquato J. Am. Chem. Soc. 115 4527 (1993)
69. M Fachini, V Lucchinni, G Modena, M Pasi, L Pasquato J. Am. Chem. Soc. 121 3944 (1999)
70. V Lucchinni, G Modena, L Pasquato J. Am. Chem. Soc. 117 2297 (1995)
71. G Capozzi, G Melloni, G Modena J. Chem. Soc. (C) 2617 (1970)
72. a
73. c
74. a
75. N V Zyk, E K Beloglazkina, R Gazzaeva, V S Tyurin, I D Titanyuk Phosphorus Sulfur Silicon Relat. Elem. 155 33 (1999)
76. c
77. c
78. I D Titanyuk, Candidate Thesis in Chemical Sciences, Moscow State University, Moscow, 1999
79. A G Kutateladze, N S Zefirov, N V Zyk Sulfur Rep. 11 233 (1992)
80. L Benati, P C Montevecchi, P Spagnolo J. Chem. Soc., Chem. Commun. 1050 (1987)
81. L Benati, P C Montevecchi, P Spagnolo Tetrahedron 42 1145 (1986)
82. L Benati, P C Montevecchi, P Spagnolo J. Chem. Soc., Perkin Trans. 1 1105 (1989)
83. L Benati, P C Montevecchi, P Spagnolo J. Chem. Soc., Perkin Trans. 1 1113 (1989)
84. L Benati, P C Montevecchi, P Spagnolo Gazz. Chim. Ital. 119 609 (1989)
85. L Benati, P C Montevecchi, P Spagnolo J. Chem. Soc., Perkin Trans. 1 2261 (1985)
86. L Benati, P C Montevecchi, P Spagnolo Tetrahedron Lett. 29 2381 (1988)
87. L Benati, L Capella, P C Montevecchi, P Spagnolo Tetrahedron 50 12395 (1994)
88. L Benati, P C Montevecchi, P Spagnolo Tetrahedron 49 5365 (1993)
89. c
90. N V Zyk, E K Beloglazkina, M A Belova, S V Zatonsky, N S Zefirov Phosphorus Sulfur Silicon Relat. Elem. 177 555 (2002)
91. M A Belova, Candidate Thesis in Chemical Sciences, Moscow State University, Moscow, 2002
92. c
93. W L Orr, N Kharasch J. Am. Chem. Soc. 75 6030 (1953)
94. N Kharasch, C M Buess, S I Strashun J. Am. Chem. Soc. 74 3422 (1952)
95. T L Jacobs, R N Johnson J. Am. Chem. Soc. 82 6397 (1960)
96. W H Mueller, P E Butler J. Org. Chem. 33 1533 (1968)
97. T L Jacobs, R C Krammerer J. Am. Chem. Soc. 96 6213 (1974)
98. D G Garratt, P L Beaulieu Can. J. Chem. 57 119 (1979)
99. G H Schmid, D G Garratt, Sh Yeroushalm J. Org. Chem. 43 3764 (1978)
100. D G Garratt, P L Beaulieu Can. J. Chem. 58 1275 (1980)
101. D G Garratt, P L Beaulieu Can. J. Chem. 58 2746 (1980)
102. c
103. c
104. D G Garratt, P L Beaulieu, V M Morisset, M Ujjainwalla Can. J. Chem. 58 2737 (1980)
105. c
106. c
107. a
108. O V Denisko, Candidate Thesis in Chemical Sciences, Moscow State University, Moscow, 1993
109. a
110. a
111. H Fisher, M Klippe, H Lerche, T Severin, G Wanninger Chem. Ber. 399 (1990)
112. P B Hopkins, P L Fuchs J. Org. Chem. 43 1208 (1978)
113. F Cooke, R Moerck, J Schwindeman, Ph Magnus J. Org. Chem. 45 1046 (1980)
114. T Nakai, T Mimura Tetrahedron Lett. 531 (1979)
115. J V Comasseto, P H Menezes, H A Stefani, G Zeni, A L Braga Tetrahedron 52 9687 (1996)
116. W Yu, Z Jin J. Am. Chem. Soc. 122 9840 (2000)
117. M Su, W Yu, Z Jin Tetrahedron Lett. 3771 (2001)
118. W E Truce, M M Boudakian, R F Heine, R J McManimie J. Am. Chem. Soc. 78 2743 (1956)
119. W E Truce, J A Simms, M M Boudakian J. Am. Chem. Soc. 78 695 (1956)
120. W E Truce, J A Simms J. Am. Chem. Soc. 78 2756 (1956)
121. E P Kohler, H A Potter J. Am. Chem. Soc. 57 1316 (1935)
122. c
123. Organic Syntheses Vols 26-32 (New York, London: Wiley, 1946-1952)
124. I Tahido, K Itabashi Synthesis 817 (1987)
125. V A Petrosyan, M E Niyazymbetov, L P Konyushkin, V P Litvinov Synthesis 841 (1990)
126. B A Trofimov, S V Amosova, N K Gusarova, G K Musorin Tetrahedron 38 713 (1982)
127. a
128. V Rosnati, A Saba, A Salimbeni Tetrahedron Lett. 22 167 (1981)
129. c
130. H J Cristau, B Chabaud, R Labandiniere, H Christol J. Org. Chem. 51 875 (1986)
131. Sh Murahashi, M Yamamura, K Yanagisawa, N Mita, K Kondo J. Org. Chem. 44 2408 (1979)
132. R Adams, A Ferretti J. Am. Chem. Soc. 81 4927 (1959)
133. M K Gadzhiev, N M Nebieridze, Z S Amiridze, T V Sharashenidze Izv. Akad. Nauk Gruz. SSR, Ser. Khim. 12 70 (1986)
134. A G Schultz, W Y Fu, R D Lucci, B G Kurr, K M Lo, M Boxer J. Am. Chem. Soc. 100 2140 (1978)
135. F Akiyama Bull. Chem. Soc. Jpn. 50 936 (1977)
136. B M Trost, A C Lavoie J. Am. Chem. Soc. 105 5075 (1983)
137. a
138. O De Lucchi, G Modena J. Chem. Soc., Chem. Commun. 914 (1982)
139. D N Harpp, T Aida, T H Chan Tetrahedron Lett. 26 1795 (1985)
140. d
141. J O Karlsson, A Svensson, S Gronowitz J. Org. Chem. 49 2018 (1984)
142. d
143. EP Zakharov, Ya L Gol'dfarb Izv. Akad. Nauk SSSR, Ser. Khim. 1877 (1978)
144. c
145. O Ito, C M Fleming J. Chem. Soc., Perkin Trans. 2 689 (1989)
146. Y Ichinose, K Wakamatsu, K Nozaki, J-L Birbaum, K Oshima, K Utimoto Chem. Lett. 1647 (1987)
147. L Benati, L Capella, P C Montevecchi, P Spagnolo J. Chem. Soc., Perkin Trans. 1 1035 (1995)
148. H Kuniyasu, A Ogawa, K Sato, I Ruy, N Kambe, N Sonoda J. Am. Chem. Soc. 114 5902 (1992)
149. L Han, M Tanaka J. Am. Chem. Soc. 120 8249 (1998)
150. K Sugoh, H Kuniyasu, T Sugae, A Ohtaka, Y Takai, A Tanaka, C Machino, N Kambe, H Kurosawa J. Am. Chem. Soc. 123 5108 (2001)
151. A Ogawa, T Ikeda, K Kimura, T Hirao J. Am. Chem. Soc. 121 5108 (1999)
152. A Ogawa J. Organomet. Chem. 611 463 (2000)
153. U Koelle, Ch Rietmann, J Tjoe, T Wagner Organometallics 14 703 (1995)
154. P Magnus, D Quagliato J. Org. Chem. 50 1621 (1985)
155. a
156. a
157. a
158. S J Cristol, B B Jarvis J. Am. Chem. Soc. 88 3095 (1966)
159. A D Rodriguez, A Nickon Tetrahedron 41 4443 (1985)
160. J N Denis, A Krief Tetrahedron Lett. 23 3407 (1982)
161. T Oida, S Tanimoto, H Ikehira, M Okano Bull. Chem. Soc. Jpn. 959 (1983)
162. T Cohen, G Herman, J R Falck, A J Mura Jr J. Org. Chem. 40 812 (1975)
163. J N Denis, S Desauvage, L Hevesi, A Krief Tetrahedron Lett. 22 4009 (1981)
164. T Cohen, Z Kosarych Tetrahedron Lett. 21 3955 (1980)
165. R K Haynes, S C Vonwiller, J P Stokes, L M Merlino Aust. J. Chem. 41 881 (1988)
166. N U Hofslokken, L Skattebol J. Chem. Soc., Perkin Trans. 1 3085 (1999)
167. B M Trost, M J Crimmin, D Butler J. Org. Chem. 43 4549 (1978)
168. R D Miller, D R McKean Tetrahedron Lett. 24 2619 (1983)
169. V Reutrakul, P Poochaivatananon Tetrahedron Lett. 24 531 (1983)
170. K Kobayashi, M Kawakita, K Yokota, T Mannami, K Yamamoto, O Morikawa, H Konishi Bull. Chem. Soc. Jpn. 68 1401 (1995)
171. M Ishida, T Iwata, M Yokoi, R Kaga, Sh Kato Synthesis 632 (1985)
172. J I Grayson, S Warren J. Chem. Soc., Perkin. Trans. 1 2263 (1977)
173. E Stephan, A Olaru, G Jaouen Tetrahedron Lett. 40 8571 (1999)
174. M Mikolajczyk, S Grzejszezak, W Midura, A Zatorski Synthesis 278 (1975)
175. C C Silveira, G Perin, A L Braga, M J Dabdoub, R G Jacob Tetrahedron 55 7421 (1999)
176. T Agawa, M Ishikawa, M Komatsu, Y Ohshiro Bull. Chem. Soc. Jpn. 55 1205 (1982)
177. P Cuadrado, A M Gonzalez-Nogal Tetrahedron Lett. 41 1111 (2000)