Download Advances in Heterocyclic Chemistry, Vol. 16 by A. R. Katritzky, A. J. Boulton PDF

By A. R. Katritzky, A. J. Boulton

During this quantity 3 of the chapters care for particular ring platforms: 1,2,3-triazoles (T. L. Gilchrist and G. E. Gymer), dibenzothiophenes (J. Ashby and С. С Cook), and the 7-azabicyclo[2.2.1]heptadienes, and their diminished, and benzo-fused, derivatives (L. J. Kricka and J. M. Vernon). 3 extra chapters conceal specific elements of heterocyclic compounds normally: cationic cycloaddition reactions (С. К. Bradsher), homolytic fragrant substitution (F. Minisci and zero. Porta), and base-catalyzed hydrogen alternate (of ring protons) (J. A. Elvidge, J. R. Jones, zero. O'Brien, E. A. Evans, and H. C. Sheppard).

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Chem. 91,2690 (1960). J. A. Zoltewicz and C. L. Smith, J . Amer. Chem. 88,4766 (1966). 53 H. J. den Hertog and H . C. Van der Plas, Adwan. Heterocycl. Chem. 4,121 (1965). 51 52 [Sec. A. J. A . ELVIDGE ET A L . 20 3-halogenopyridines, although the relative stabilities favor the 2,3pyridyne. 6 4 (54) The base-catalyzed deuteration of 4-amino- and 4-N,N-dimethylaminopyridine (54) takes place a t both the a- and /3-positions, although that a t the u-positions strongly predominates in the weakly alkaline solutions made by adding the amine to D 2 0 .

Scand. 18, 1333 (1964). M. Begtrup and C . Pedersen, Acta Chem. Scand. 23, 1091 (1969). 80 G. Tennant, J . Chem. SOC. C , 2290 (1966); 1279 (1967). aO* M. Regitz, Angew. Chem. Int. E d . Engl. 6 , 733 (1967). 78 79 46 [Sec. B. T. L. GILCHRIST AND G. E. GYMER The toluene-p-sulfonamido anion may be lost from this, giving the diazo compound directly, or ring closure (which may be reversible) can take place, giving the triazoline anion (2). I n many of these cases it is impossible to decide, without 15N-labeling experiments, whether the third nitrogen of the triazole ring is derived from the toluene-p-sulfonyl azide or from the activated methylene compound.

Rudenko, Izv. Akad. NaukSSSR, Otdel. Khim. , 474 (1961);Chem. Abstr. 55, 23504 (1961). 37 J. J. Looker, J. Org. Chem. 30, 638 (1965). 38 G. Garcia-Muiioz, R. Madroiiero, M. Rico, and M. C. Saldana, J. HeterocycZ. Chem. 6, 921 (1969). 39 C. F. S. Patent 3,324,085; Chem. Abstr. 67, 44802 (1967). 40 S. Maffei and G. F. Bettinetti, Ann. Chim. (Rome)47, 1286 (1957);Chem. Abstr. 52, 7292g (1958). 41 H. Gold, Ann 688, 205 (1965). 42 A. Treibs and K. Jacob,Ann 737, 176 (1970). 43H. G. Adolph, J. Org. Chena.

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