Advances in Heterocyclic Chemistry, Vol. 35 by Alan R. Katritzky

By Alan R. Katritzky

Chapters of this quantity take care of heavily similar tricyclic heteromatic platforms. The final finished evaluation of the dibenzofurans seemed in 1951; the topic is now up to date through Sargent and Stransky. Carbazoles have additionally now not been comprehensively reviewed lately; this has been performed during this quantity by way of Joule.The chemistry of 4-membered earrings containing one sulfur atom — the thietanes and their derivatives — is roofed by means of Ried and Heinz, who replace past surveys that seemed approximately twenty years ago.The bipyridines, of substantial business and theoretical curiosity, are comprehensively reviewed for the 1st time via Summers.Two chapters, facing 2H- and 4H- imidazoles by way of Sammes and the sequence editor, proceed and finish the sequence on nonaromatic azoles, which integrated contributions on 2H- and 3H- pyrroles (in quantity 33) and on 3Н- and 4H- pyrazoles (in quantity 34).Most of the chapters during this quantity conceal the literature up via 1982.

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Davidson, J. A. Elix, and R. A. Leppik, Aust. I. Chmi. 24. I883 (1971). J. D. Brewer and J. A. Elix. A m . J . Chem. 25. 545 (1972). J. A. Elix and D. Tronson, Aust. J . Chem. 26, 1093 (1973). J. D. Brewer and J. A. Elix, Aust. J . C k e m 28, 1059 (1975). 1 3 ' J. D. Brewer and J. A. Elix, Aust. J . Chem. 28, 1083 (1975). ' j 2 B. Kamthong and A. Robertson, J . Chem. , 025. Y33 (1939). 12* 36 MELVYN v. STRANSKY [Sec. C NC CN ii I I Q--ffN Me Me (125) (89"/") (123) (80'::) SCHEME 30. Reagents: i, maleic anhydride, benzene, C!

R. Adderley and F. R. Hewgill, J . Chem. Soc. C, 1438 (1968). F. R. Hewgill, B. R. Kennedy, and D. Kilpin, J . Chem. Soc. 2904 (1965). 8 3 N. E. Stjernstrom, Ark. Kenii 21, 73 (1963). 84 F. M. Dean, A. M. Osman, and A. Robertson, J. Chem. , 1 1 (1955). N. H. Anderson, W. D. Ollis, J. G. Underwood, and R. M. Scrowslon, J . Chem. Soc. C, 2403 ( 1 969). -P. Bachelet, P. Demersernan, and R. Royer, J . Heterocycl. Chem. 14. 1409 (1977). 4,4-( Me), 2,2,3,6-(OMe), 2,2‘,4,5-(OMe), 2,2,5,5’-(0H)4-4,4-(0Me)2 2,2,5,5‘-(OH),-4,4-(OMe)2-6,6‘-(C,H7 ) 2 2,2,3,3’,6,6-(OMe), 2,2’-(OH),-4,4,6,6‘-(OMe), 2,2-(OH),-4,4,6,6’-(OMe), 2,2’,4,4’,6,6-(0Me), a Followed by methylation.

NaHSO,, 190-230 C. 12-23 atm. 7 h. Benzidine-2,2'-disulfonic acid (61) affords the diamine 62 (Scheme 13) on treatment with aqueous sodium 91 92 K. Schimmelschmidt. Justus Liebigs Ann. Chem. 566, 184 (1950). H. 0. Wirth. G. Waese. and W. Kern, M u ~ Y Chern. 86, 139 (1965) 24 MELVYN v. SARGENT AND PETER 0. STRANSKY [Sec. 94 2,2’-Dihalobiphenyls or the analogous tosylates (Scheme 14) may also be cyclized under mild conditions in the presence of activating groups. ”’ R. C. Fuson and R. L. Albright, J .

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