Angular polycyclic thiophenes containing two thiophene rings. I
Hirotaka Kudo
Department of Chemistry, University of South Florida, Tampa, FL 33620
Search for more papers by this authorMarvin L. Tedjamulia
Department of Chemistry, University of South Florida, Tampa, FL 33620
Search for more papers by this authorCorresponding Author
Raymond N. Castle
Department of Chemistry, University of South Florida, Tampa, FL 33620
The University of South Florida, Department of Chemistry, Tampa, FL 33620 USASearch for more papers by this authorMilton L. Lee
Department of Chemistry, Brigham Young University, Provo, UT 84602
Search for more papers by this authorHirotaka Kudo
Department of Chemistry, University of South Florida, Tampa, FL 33620
Search for more papers by this authorMarvin L. Tedjamulia
Department of Chemistry, University of South Florida, Tampa, FL 33620
Search for more papers by this authorCorresponding Author
Raymond N. Castle
Department of Chemistry, University of South Florida, Tampa, FL 33620
The University of South Florida, Department of Chemistry, Tampa, FL 33620 USASearch for more papers by this authorMilton L. Lee
Department of Chemistry, Brigham Young University, Provo, UT 84602
Search for more papers by this authorAbstract
We describe the synthesis of thieno[2,3-c]dibenzothiophene (6), thieno[3,2-c]dibenzothiophene (10), thieno-[3,2-a]dibenzothiophene (14), thieno[2,3-a]dibenzothiophene (16), benzo[1,2-b:4,3-b]bisbenzo[b]thiophene (18), benzo[1,2--6:3,4-b]bisbenzo[b]thiophene (20), benzo[2,1--6:3,4-b]bisbenzo[b]thiophene (22), benzo[1,2-b:3,4-g]bisbenzo[b]thiophene (27), benzo[1,2-b:4,3-e]bisbenzo[b]thiophene (29), benzo[2,1--6:3,4-g]bisbenzo[b]thiophene (36), benzo[2,1--6:4,3-e]bisbenzo[b]thiophene (38), benzo[1,2--6:4,3-g]bisbenzo[b]thiophene (41), benzo[1,2-b:4,5-g]bisbenzo[b]thiophene (42), benzo[1,2-b:3,4-e]bisbenzo[b]thiophene (44) and benzo-[1,2-b:5,4-e]bisbenzo[b]thiophene (45).
References and Notes
- 2 M. Iwao, M. L. Lee and R. N. Castle, J. Heterocyclic Chem., 17, 1259 (1980).
- 3 Y. Tominaga, M. L. Lee and R. N. Castle, J. Heterocyclic Chem., 18, 967 (1981).
- 4 R. Pratap, Y. Tominaga, M. L. Lee and R. N. Castle, J. Heterocyclic Chem., 18, 973 (1981).
- 5 Y. Tominaga, M. L. Lee and R. N. Castle, J. Heterocyclic Chem., 18, 977 (1981).
- 6 R. D. Thompson, M. Iwao, M. L. Lee and R. N. Castle, J. Heterocyclic Chem., 18, 981 (1981).
- 7 R. Pratap, M. L. Lee and R. N. Castle, J. Heterocyclic Chem., 18, 1457 (1981).
- 8 R. Pratap, M. L. Lee and R. N. Castle, J. Heterocyclic Chem., 19, 219 (1982).
- 9 R. Pratap, R. N. Castle, and M. L. Lee, J. Heterocyclic Chem., 19, 439 (1982).
- 10 Y. Tominaga, R. N. Castle and M. L. Lee, J. Heterocyclic Chem., 19, 859 (1982).
- 11 R. Pratap, Y. Tominaga, R. N. Castle and M. L. Lee, J. Heterocyclic Chem., 19, 865 (1982).
- 12 Y. Tominaga, R. Pratap, R. N. Castle and M. L. Lee, J. Heterocyclic Chem., 19, 871 (1982).
- 13 Y. Tominaga, R. N. Castle and M. L. Lee, J. Heterocyclic Chem., 19, 1125 (1982).
- 14 Y. Tominaga, M. L. Tedjamulia, R. N. Castle and M. L. Lee, J. Heterocyclic Chem., 20, 487 (1983).
- 15 M. L. Tedjamulia, Y. Tominaga, R. N. Castle and M. L. Lee, J. Heterocyclic Chem., 20, 861 (1983).
- 16 M. L. Tedjamulia, Y. Tominaga, R. N. Castle and M. L. Lee, J. Heterocyclic Chem., 20, 1143 (1983).
- 17 M. L. Tedjamulia, Y. Tominaga, R. N. Castle and M. L. Lee, J. Heterocyclic Chem., 20, 1149 (1983).
- 18 M. L. Tedjamulia, Y. Tominaga, R. N. Castle and M. L. Lee, J. Heterocyclic Chem., 20, (1983).
- 19 M. Sugiura, M. L. Tedjamulia, Y. Tominaga, R. N. Castle and M. L. Lee, J. Heterocyclic Chem., 20, (1983).
- 20 C. Willey, M. Iwao, R. N. Castle and M. L. Lee, Anal. Chem., 53, 400 (1981).
- 21 M. L. Lee, C. Willey, R. N. Castle, C. M. White, “ Separation and Identification of Sulfur Heterocycles in Coal-Derived Products. Polynuclear Aromatic Hydrocarbons: Chemistry and Biological Effects”, A. Bjbrseth and A. J. Dennis, eds, Battelle Press, Columbus, Ohio, 1980, pp 59–73.
- 22 R. C. Kong, M. L. Lee, Y. Tominaga, R. Pratap, M. Iwao, R. N. Castle and S. A. Wise, J. Chromatogr. Sci., 20, 502 (1982).
- 23 D. S. Rao and B. D. Tilak, J. Sci. Ind. Res., (India), 16B, 65 (1957) Chem. Abstr., 51, 13841 (1957).
- 24 R. M. Kellogg, M. B. Groen and H. Wynberg, J. Org. Chem., 32, 3093 (1967).
- 25 C. E. Loader and C. J. Timmons, J. Chem. Soc. (C), 1677 (1967).
- 26 S. Gronowitz and T. Dahlgren, Chem. Scripta, 12, 57 (1977).
- 27 M. B. Groen, H. Schadenberg and H. Wynberg, J. Org. Chem., 36, 2797 (1971).
- 28 W. Davies and Q. N. Porter, J. Chem. Soc., 4961 (1957).
- 29 V. M. Zander, Chem. Z., 101, 507 (1977).
- 30 J. Ashby, M. Ayad and O. Meth-Cohn, J. Chem. Soc., Perkin Trans. I, 1744 (1974).
- 31 J. Gourier and P. Canonne, Bull. Soc. Chim. France, 11, 3110 (1973).
- 32 H. Gilman and A. L. Jacoby, J. Org. Chem., 3, 108 (1938).
- 33 W. Carruthers and H. N. M. Stewart, J. Chem. Soc., 6221 (1965).
- 34 E. Campaigne and J. Ashby, J. Heterocyclic Chem., 6, 517 (1969).
