By Alan R. Katritzky
Chapters of this quantity take care of heavily comparable tricyclic heteromatic platforms. The final complete overview of the dibenzofurans seemed in 1951; the topic is now up-to-date by means of Sargent and Stransky. Carbazoles have additionally now not been comprehensively reviewed lately; this has been performed during this quantity via Joule.The chemistry of 4-membered earrings containing one sulfur atom — the thietanes and their derivatives — is roofed by way of Ried and Heinz, who replace past surveys that seemed approximately two decades ago.The bipyridines, of substantial business and theoretical curiosity, are comprehensively reviewed for the 1st time through 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 hide the literature up via 1982.
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Additional resources for Advances in Heterocyclic Chemistry, Vol. 35
8, 1433 (1954). B. Akermark, H. Erdtman, and C. A. Wachtrneister, Acta Chem. Scand. 13, 1853 (1959). C. J. 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 .
Saegebarth, J . Orq. Chmi. 25, 832 (1960). N. E. Stjernstrom, Suen. Kern. Tidskr. 75, 184 (1963). 90 S. Oae, R. Kiritani, and W. Tagaki, Bull. Cheni. Sac. Jpn. 39. 1961 (1966). Sec. ~' woMe MELVYN v. SARGENT AND PETER 0. STRANSKY 22 OMe Me0 \ OH I Me0 \ *-- J// Me (57) OH M OH e O Me HO Me HO w [Sec. B O M e OMe (58) OH Me Me has attempted to rationalize the reluctance of o-dihydroxyphenyl groups to participate in acid-catalyzed aromatic nucleophilic substitution in terms of molecular orbital calculations.
K. Koh, Tetrahedron 32,269 (1976). Sec. C] &-C O I1 31 DIBENZOFURANS -CO,Me N, 2. B y Michael Reaction Ethyl 3(2H)-benzofuranone-2-carboxylate (95, Scheme 24) undergoes Michael addition with but-3-en-2-one in the presence of sodium methoxide. The resultant adduct 96 on boiling with molar aqueous sodium hydroxide yields the tetrahydro-2-dibenzofuranone 97. ' 2 1 (97) (96) SCHEME 24 The 3(2H)-benzofuranone 98 undergoes Michael addition with (E)-pent3-en-2-one (100, Scheme 25) in the presence of sodium ethoxide to afford the adduct 101 as a mixture of two racemates.
Advances in Heterocyclic Chemistry, Vol. 35 by Alan R. Katritzky