SCOPUS 정보 검색 플랫폼

Tetrahedron

Volumn 56, Issue 21, 2000, Pages 3425-3437

Synthesis of thiabicyclic heterocycles through free radical cyclization of β-thioacrylates

(5) Bilokin, Yaroslav V a Melman, Artem a Niddam, Vaĺrie a Benhaḿ, Bellinda a Bachi, Mario D a

a WEIZMANN INSTITUTE OF SCIENCE (Israel)

Author keywords

Cyclization; Radicals and radical reactions; Sulfoxides; Sulfur heterocycles

Indexed keywords

ACRYLIC ACID DERIVATIVE; FREE RADICAL; HETEROCYCLIC COMPOUND; SULFOXIDE; SULFUR DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CYCLIZATION; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; SYNTHESIS;

EID: 85034349502 PISSN: 00404020 EISSN: None Source Type: Journal
DOI: 10.1016/S0040-4020(00)00247-7 Document Type: Article

Times cited : (17)

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8
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- (1985) Russ. Chem. Rev. (Engl. Transl.) , vol.54 , pp. 476-494

9
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- Reviews on synthesis and chemistry of cyclic sulfides: (a) Vedejs, E.; Krafft, G. A. Tetrahedron 1982, 38, 2857-2881. (b) Klimenko, S. K.; Stolbova, T. V. Usp. Khim. 1985, 54, 803-836; Russ. Chem. Rev. (Engl. Transl.) 1985, 54, 476-494. (c) Karaulova, E. N. Usp. Khim. 1987, 56, 938-974; Russ. Chem. Rev. (Engl. Transl.) 1987, 56, 546-563. (d) Karaulova, E. N. Usp. Khim. 1988, 57, 1131-1169; Russ. Chem. Rev. (Engl. Transl.) 1988, 57, 648-667. (e) Vedejs, E. In Total Synthesis Mediated by Cyclic Sulfides; Block, E., Ed.; Advances in Sulfur Chemistry; Jai Press: Greenwich, 1994; Vol. 1, pp 1-40; (f) Capozzi, G.; Menichetti, S.; Nativi, C. In Cyclic Sulfides; Patai, S.; Rappoport, Z., Eds.; Syntheses of Sulphones, Sulphoxides and Cyclic Sulphides; Wiley: Chichester, 1994; pp 529-648.
- (1987) Usp. Khim. , vol.56 , pp. 938-974
- Karaulova, E.N.¹

10
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- Reviews on synthesis and chemistry of cyclic sulfides: (a) Vedejs, E.; Krafft, G. A. Tetrahedron 1982, 38, 2857-2881. (b) Klimenko, S. K.; Stolbova, T. V. Usp. Khim. 1985, 54, 803-836; Russ. Chem. Rev. (Engl. Transl.) 1985, 54, 476-494. (c) Karaulova, E. N. Usp. Khim. 1987, 56, 938-974; Russ. Chem. Rev. (Engl. Transl.) 1987, 56, 546-563. (d) Karaulova, E. N. Usp. Khim. 1988, 57, 1131-1169; Russ. Chem. Rev. (Engl. Transl.) 1988, 57, 648-667. (e) Vedejs, E. In Total Synthesis Mediated by Cyclic Sulfides; Block, E., Ed.; Advances in Sulfur Chemistry; Jai Press: Greenwich, 1994; Vol. 1, pp 1-40; (f) Capozzi, G.; Menichetti, S.; Nativi, C. In Cyclic Sulfides; Patai, S.; Rappoport, Z., Eds.; Syntheses of Sulphones, Sulphoxides and Cyclic Sulphides; Wiley: Chichester, 1994; pp 529-648.
- (1987) Russ. Chem. Rev. (Engl. Transl.) , vol.56 , pp. 546-563

11
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- Reviews on synthesis and chemistry of cyclic sulfides: (a) Vedejs, E.; Krafft, G. A. Tetrahedron 1982, 38, 2857-2881. (b) Klimenko, S. K.; Stolbova, T. V. Usp. Khim. 1985, 54, 803-836; Russ. Chem. Rev. (Engl. Transl.) 1985, 54, 476-494. (c) Karaulova, E. N. Usp. Khim. 1987, 56, 938-974; Russ. Chem. Rev. (Engl. Transl.) 1987, 56, 546-563. (d) Karaulova, E. N. Usp. Khim. 1988, 57, 1131-1169; Russ. Chem. Rev. (Engl. Transl.) 1988, 57, 648-667. (e) Vedejs, E. In Total Synthesis Mediated by Cyclic Sulfides; Block, E., Ed.; Advances in Sulfur Chemistry; Jai Press: Greenwich, 1994; Vol. 1, pp 1-40; (f) Capozzi, G.; Menichetti, S.; Nativi, C. In Cyclic Sulfides; Patai, S.; Rappoport, Z., Eds.; Syntheses of Sulphones, Sulphoxides and Cyclic Sulphides; Wiley: Chichester, 1994; pp 529-648.
- (1988) Usp. Khim. , vol.57 , pp. 1131-1169
- Karaulova, E.N.¹

12
- 52049112685
- Reviews on synthesis and chemistry of cyclic sulfides: (a) Vedejs, E.; Krafft, G. A. Tetrahedron 1982, 38, 2857-2881. (b) Klimenko, S. K.; Stolbova, T. V. Usp. Khim. 1985, 54, 803-836; Russ. Chem. Rev. (Engl. Transl.) 1985, 54, 476-494. (c) Karaulova, E. N. Usp. Khim. 1987, 56, 938-974; Russ. Chem. Rev. (Engl. Transl.) 1987, 56, 546-563. (d) Karaulova, E. N. Usp. Khim. 1988, 57, 1131-1169; Russ. Chem. Rev. (Engl. Transl.) 1988, 57, 648-667. (e) Vedejs, E. In Total Synthesis Mediated by Cyclic Sulfides; Block, E., Ed.; Advances in Sulfur Chemistry; Jai Press: Greenwich, 1994; Vol. 1, pp 1-40; (f) Capozzi, G.; Menichetti, S.; Nativi, C. In Cyclic Sulfides; Patai, S.; Rappoport, Z., Eds.; Syntheses of Sulphones, Sulphoxides and Cyclic Sulphides; Wiley: Chichester, 1994; pp 529-648.
- (1988) Russ. Chem. Rev. (Engl. Transl.) , vol.57 , pp. 648-667

13
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- (e) Block, E., Ed.; Advances in Sulfur Chemistry; Jai Press: Greenwich
- Reviews on synthesis and chemistry of cyclic sulfides: (a) Vedejs, E.; Krafft, G. A. Tetrahedron 1982, 38, 2857-2881. (b) Klimenko, S. K.; Stolbova, T. V. Usp. Khim. 1985, 54, 803-836; Russ. Chem. Rev. (Engl. Transl.) 1985, 54, 476-494. (c) Karaulova, E. N. Usp. Khim. 1987, 56, 938-974; Russ. Chem. Rev. (Engl. Transl.) 1987, 56, 546-563. (d) Karaulova, E. N. Usp. Khim. 1988, 57, 1131-1169; Russ. Chem. Rev. (Engl. Transl.) 1988, 57, 648-667. (e) Vedejs, E. In Total Synthesis Mediated by Cyclic Sulfides; Block, E., Ed.; Advances in Sulfur Chemistry; Jai Press: Greenwich, 1994; Vol. 1, pp 1-40; (f) Capozzi, G.; Menichetti, S.; Nativi, C. In Cyclic Sulfides; Patai, S.; Rappoport, Z., Eds.; Syntheses of Sulphones, Sulphoxides and Cyclic Sulphides; Wiley: Chichester, 1994; pp 529-648.
- (1994) In Total Synthesis Mediated by Cyclic Sulfides , vol.1 , pp. 1-40
- Vedejs, E.¹

14
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- (f) Patai, S.; Rappoport, Z., Eds.; Syntheses of Sulphones, Sulphoxides and Cyclic Sulphides; Wiley: Chichester
- Reviews on synthesis and chemistry of cyclic sulfides: (a) Vedejs, E.; Krafft, G. A. Tetrahedron 1982, 38, 2857-2881. (b) Klimenko, S. K.; Stolbova, T. V. Usp. Khim. 1985, 54, 803-836; Russ. Chem. Rev. (Engl. Transl.) 1985, 54, 476-494. (c) Karaulova, E. N. Usp. Khim. 1987, 56, 938-974; Russ. Chem. Rev. (Engl. Transl.) 1987, 56, 546-563. (d) Karaulova, E. N. Usp. Khim. 1988, 57, 1131-1169; Russ. Chem. Rev. (Engl. Transl.) 1988, 57, 648-667. (e) Vedejs, E. In Total Synthesis Mediated by Cyclic Sulfides; Block, E., Ed.; Advances in Sulfur Chemistry; Jai Press: Greenwich, 1994; Vol. 1, pp 1-40; (f) Capozzi, G.; Menichetti, S.; Nativi, C. In Cyclic Sulfides; Patai, S.; Rappoport, Z., Eds.; Syntheses of Sulphones, Sulphoxides and Cyclic Sulphides; Wiley: Chichester, 1994; pp 529-648.
- (1994) In Cyclic Sulfides , pp. 529-648
- Capozzi, G.¹ Menichetti, S.² Nativi, C.³

15
- 0342946013
- For synthesis and structure elucidation of some thiabicyclo[4.4.0]decanes and thiabicyclo[4.3.0]nonanes, see: (a)
- For synthesis and structure elucidation of some thiabicyclo[4.4.0]decanes and thiabicyclo[4.3.0]nonanes, see: (a) Volynskii, N. P.; Alikhanova, O. L. Izv. Akad. Nauk USSR, Ser. Khim. 1991, 1877-1884; Bull. Acad. Sci. USSR, Div. Chem. Sci. 1991, 40, 1664-1671. (b) Volynskii, N. P.; Smirnov, M. B. Izv. Akad. Nauk SSR, Ser. Khim. 1991, 2045-2048; Bull. Acad. Sci. USSR, Div. Chem. Sci. 1991, 40, 1808-1811. (c) Pettett, M. G.; Holmes, A. B. J. Chem. Soc., Perkin Trans. 1 1985, 1161-1166. (d) Pettett, M. G.; Holmes, A. B. J. Chem. Soc., Perkin Trans. 1 1983, 1243-1248. (e) Benedetti, F.; Fabrissin, S.; Risaliti, A. Tetrahedron 1983, 39, 3887-3894. (f) Fabrissin, S.; Fatutta, S.; Risaliti, A. J. Chem. Soc., Perkin Trans. 1 1981, 109-112. (g) Takaki, K.; Nakagawa, K.; Negoro, K. J. Org. Chem. 1980, 45, 4789-4791. (h) Fabrissin, S.; Fatutta, S.; Risaliti, A. J. Chem. Soc., Perkin Trans. 1 1978, 1321-1325.
- (1991) Izv. Akad. Nauk USSR, Ser. Khim. , pp. 1877-1884
- Volynskii, N.P.¹ Alikhanova, O.L.²

16
- 0343381504
- For synthesis and structure elucidation of some thiabicyclo[4.4.0]decanes and thiabicyclo[4.3.0]nonanes, see: (a) Volynskii, N. P.; Alikhanova, O. L. Izv. Akad. Nauk USSR, Ser. Khim. 1991, 1877-1884; Bull. Acad. Sci. USSR, Div. Chem. Sci. 1991, 40, 1664-1671. (b) Volynskii, N. P.; Smirnov, M. B. Izv. Akad. Nauk SSR, Ser. Khim. 1991, 2045-2048; Bull. Acad. Sci. USSR, Div. Chem. Sci. 1991, 40, 1808-1811. (c) Pettett, M. G.; Holmes, A. B. J. Chem. Soc., Perkin Trans. 1 1985, 1161-1166. (d) Pettett, M. G.; Holmes, A. B. J. Chem. Soc., Perkin Trans. 1 1983, 1243-1248. (e) Benedetti, F.; Fabrissin, S.; Risaliti, A. Tetrahedron 1983, 39, 3887-3894. (f) Fabrissin, S.; Fatutta, S.; Risaliti, A. J. Chem. Soc., Perkin Trans. 1 1981, 109-112. (g) Takaki, K.; Nakagawa, K.; Negoro, K. J. Org. Chem. 1980, 45, 4789-4791. (h) Fabrissin, S.; Fatutta, S.; Risaliti, A. J. Chem. Soc., Perkin Trans. 1 1978, 1321-1325.
- (1991) Bull. Acad. Sci. USSR, Div. Chem. Sci. , vol.40 , pp. 1664-1671

17
- 0342946013
- (b)
- For synthesis and structure elucidation of some thiabicyclo[4.4.0]decanes and thiabicyclo[4.3.0]nonanes, see: (a) Volynskii, N. P.; Alikhanova, O. L. Izv. Akad. Nauk USSR, Ser. Khim. 1991, 1877-1884; Bull. Acad. Sci. USSR, Div. Chem. Sci. 1991, 40, 1664-1671. (b) Volynskii, N. P.; Smirnov, M. B. Izv. Akad. Nauk SSR, Ser. Khim. 1991, 2045-2048; Bull. Acad. Sci. USSR, Div. Chem. Sci. 1991, 40, 1808-1811. (c) Pettett, M. G.; Holmes, A. B. J. Chem. Soc., Perkin Trans. 1 1985, 1161-1166. (d) Pettett, M. G.; Holmes, A. B. J. Chem. Soc., Perkin Trans. 1 1983, 1243-1248. (e) Benedetti, F.; Fabrissin, S.; Risaliti, A. Tetrahedron 1983, 39, 3887-3894. (f) Fabrissin, S.; Fatutta, S.; Risaliti, A. J. Chem. Soc., Perkin Trans. 1 1981, 109-112. (g) Takaki, K.; Nakagawa, K.; Negoro, K. J. Org. Chem. 1980, 45, 4789-4791. (h) Fabrissin, S.; Fatutta, S.; Risaliti, A. J. Chem. Soc., Perkin Trans. 1 1978, 1321-1325.
- (1991) Izv. Akad. Nauk SSR, Ser. Khim. , pp. 2045-2048
- Volynskii, N.P.¹ Smirnov, M.B.²

18
- 0342946019
- For synthesis and structure elucidation of some thiabicyclo[4.4.0]decanes and thiabicyclo[4.3.0]nonanes, see: (a) Volynskii, N. P.; Alikhanova, O. L. Izv. Akad. Nauk USSR, Ser. Khim. 1991, 1877-1884; Bull. Acad. Sci. USSR, Div. Chem. Sci. 1991, 40, 1664-1671. (b) Volynskii, N. P.; Smirnov, M. B. Izv. Akad. Nauk SSR, Ser. Khim. 1991, 2045-2048; Bull. Acad. Sci. USSR, Div. Chem. Sci. 1991, 40, 1808-1811. (c) Pettett, M. G.; Holmes, A. B. J. Chem. Soc., Perkin Trans. 1 1985, 1161-1166. (d) Pettett, M. G.; Holmes, A. B. J. Chem. Soc., Perkin Trans. 1 1983, 1243-1248. (e) Benedetti, F.; Fabrissin, S.; Risaliti, A. Tetrahedron 1983, 39, 3887-3894. (f) Fabrissin, S.; Fatutta, S.; Risaliti, A. J. Chem. Soc., Perkin Trans. 1 1981, 109-112. (g) Takaki, K.; Nakagawa, K.; Negoro, K. J. Org. Chem. 1980, 45, 4789-4791. (h) Fabrissin, S.; Fatutta, S.; Risaliti, A. J. Chem. Soc., Perkin Trans. 1 1978, 1321-1325.
- (1991) Bull. Acad. Sci. USSR, Div. Chem. Sci. , vol.40 , pp. 1808-1811

19
- 0006904108
- (c)
- For synthesis and structure elucidation of some thiabicyclo[4.4.0]decanes and thiabicyclo[4.3.0]nonanes, see: (a) Volynskii, N. P.; Alikhanova, O. L. Izv. Akad. Nauk USSR, Ser. Khim. 1991, 1877-1884; Bull. Acad. Sci. USSR, Div. Chem. Sci. 1991, 40, 1664-1671. (b) Volynskii, N. P.; Smirnov, M. B. Izv. Akad. Nauk SSR, Ser. Khim. 1991, 2045-2048; Bull. Acad. Sci. USSR, Div. Chem. Sci. 1991, 40, 1808-1811. (c) Pettett, M. G.; Holmes, A. B. J. Chem. Soc., Perkin Trans. 1 1985, 1161-1166. (d) Pettett, M. G.; Holmes, A. B. J. Chem. Soc., Perkin Trans. 1 1983, 1243-1248. (e) Benedetti, F.; Fabrissin, S.; Risaliti, A. Tetrahedron 1983, 39, 3887-3894. (f) Fabrissin, S.; Fatutta, S.; Risaliti, A. J. Chem. Soc., Perkin Trans. 1 1981, 109-112. (g) Takaki, K.; Nakagawa, K.; Negoro, K. J. Org. Chem. 1980, 45, 4789-4791. (h) Fabrissin, S.; Fatutta, S.; Risaliti, A. J. Chem. Soc., Perkin Trans. 1 1978, 1321-1325.
- (1985) J. Chem. Soc., Perkin Trans. , vol.1 , pp. 1161-1166
- Pettett, M.G.¹ Holmes, A.B.²

20
- 0342511904
- (d)
- For synthesis and structure elucidation of some thiabicyclo[4.4.0]decanes and thiabicyclo[4.3.0]nonanes, see: (a) Volynskii, N. P.; Alikhanova, O. L. Izv. Akad. Nauk USSR, Ser. Khim. 1991, 1877-1884; Bull. Acad. Sci. USSR, Div. Chem. Sci. 1991, 40, 1664-1671. (b) Volynskii, N. P.; Smirnov, M. B. Izv. Akad. Nauk SSR, Ser. Khim. 1991, 2045-2048; Bull. Acad. Sci. USSR, Div. Chem. Sci. 1991, 40, 1808-1811. (c) Pettett, M. G.; Holmes, A. B. J. Chem. Soc., Perkin Trans. 1 1985, 1161-1166. (d) Pettett, M. G.; Holmes, A. B. J. Chem. Soc., Perkin Trans. 1 1983, 1243-1248. (e) Benedetti, F.; Fabrissin, S.; Risaliti, A. Tetrahedron 1983, 39, 3887-3894. (f) Fabrissin, S.; Fatutta, S.; Risaliti, A. J. Chem. Soc., Perkin Trans. 1 1981, 109-112. (g) Takaki, K.; Nakagawa, K.; Negoro, K. J. Org. Chem. 1980, 45, 4789-4791. (h) Fabrissin, S.; Fatutta, S.; Risaliti, A. J. Chem. Soc., Perkin Trans. 1 1978, 1321-1325.
- (1983) J. Chem. Soc., Perkin Trans. , vol.1 , pp. 1243-1248
- Pettett, M.G.¹ Holmes, A.B.²

21
- 0343817159
- (e)
- For synthesis and structure elucidation of some thiabicyclo[4.4.0]decanes and thiabicyclo[4.3.0]nonanes, see: (a) Volynskii, N. P.; Alikhanova, O. L. Izv. Akad. Nauk USSR, Ser. Khim. 1991, 1877-1884; Bull. Acad. Sci. USSR, Div. Chem. Sci. 1991, 40, 1664-1671. (b) Volynskii, N. P.; Smirnov, M. B. Izv. Akad. Nauk SSR, Ser. Khim. 1991, 2045-2048; Bull. Acad. Sci. USSR, Div. Chem. Sci. 1991, 40, 1808-1811. (c) Pettett, M. G.; Holmes, A. B. J. Chem. Soc., Perkin Trans. 1 1985, 1161-1166. (d) Pettett, M. G.; Holmes, A. B. J. Chem. Soc., Perkin Trans. 1 1983, 1243-1248. (e) Benedetti, F.; Fabrissin, S.; Risaliti, A. Tetrahedron 1983, 39, 3887-3894. (f) Fabrissin, S.; Fatutta, S.; Risaliti, A. J. Chem. Soc., Perkin Trans. 1 1981, 109-112. (g) Takaki, K.; Nakagawa, K.; Negoro, K. J. Org. Chem. 1980, 45, 4789-4791. (h) Fabrissin, S.; Fatutta, S.; Risaliti, A. J. Chem. Soc., Perkin Trans. 1 1978, 1321-1325.
- (1983) Tetrahedron , vol.39 , pp. 3887-3894
- Benedetti, F.¹ Fabrissin, S.² Risaliti, A.³

22
- 37049107149
- (f)
- For synthesis and structure elucidation of some thiabicyclo[4.4.0]decanes and thiabicyclo[4.3.0]nonanes, see: (a) Volynskii, N. P.; Alikhanova, O. L. Izv. Akad. Nauk USSR, Ser. Khim. 1991, 1877-1884; Bull. Acad. Sci. USSR, Div. Chem. Sci. 1991, 40, 1664-1671. (b) Volynskii, N. P.; Smirnov, M. B. Izv. Akad. Nauk SSR, Ser. Khim. 1991, 2045-2048; Bull. Acad. Sci. USSR, Div. Chem. Sci. 1991, 40, 1808-1811. (c) Pettett, M. G.; Holmes, A. B. J. Chem. Soc., Perkin Trans. 1 1985, 1161-1166. (d) Pettett, M. G.; Holmes, A. B. J. Chem. Soc., Perkin Trans. 1 1983, 1243-1248. (e) Benedetti, F.; Fabrissin, S.; Risaliti, A. Tetrahedron 1983, 39, 3887-3894. (f) Fabrissin, S.; Fatutta, S.; Risaliti, A. J. Chem. Soc., Perkin Trans. 1 1981, 109-112. (g) Takaki, K.; Nakagawa, K.; Negoro, K. J. Org. Chem. 1980, 45, 4789-4791. (h) Fabrissin, S.; Fatutta, S.; Risaliti, A. J. Chem. Soc., Perkin Trans. 1 1978, 1321-1325.
- (1981) J. Chem. Soc., Perkin Trans. , vol.1 , pp. 109-112
- Fabrissin, S.¹ Fatutta, S.² Risaliti, A.³

23
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.