By A. R. Katritzky, A. J. Boulton
(from preface)The current quantity comprises seven chapters, 5 of which take care of points of particular ring platforms: 4-oxy- and 4-keto-l ,2,3,4-tetrahydroiso-quinolines (J. M. Bobbitt), the oxidation items of pyrroles (O. P. Gardini), the pyrindines (4- and 5-azaindenes) (F. Freeman), the NMR spectra of indoles (S. P. Hiremath and R. S. Hosmane), and the 1,2-benzoisothiazole-S-dioxides—(saccharin and its derivatives) (H. Hettler). within the basic box of heterocyclic chemistry, hydrogen trade reactions, in most cases on steel surfaces, are handled (G. E. Calf and J. L. Garnett), and the remainder bankruptcy is a scientific assessment of heterocyclic oligomers (A. Albert and H. Yamamoto). the amount is devoted to Professor Adrien Albert, and this Preface is by means of a short biography and bibliography.
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Extra resources for Advances in Heterocyclic Chemistry, Vol. 15
5 7 H. W. Heine, W. G. Kenyon, and E. M. Johnson, J. Amer. Chem. SOC. 83,2570 55 56 (1961). See Stecher,29 p. 836. 59 J. Troger, J . Prakt. Chem. [ 2 ] 36, 227 (1887);M. A. Spielman, J. Amer. Chem. 57, 583 (1935). 60 G. Hecht and H. Henecka, Angew. Chem. 61,365 (1949). 58 16 [Sec. A. A. ALBERT A N D H. 62When benzonitrile (1 mole) and benzoyl chloride (2 moles) were heated to 160" with zinc (or stannic) chloride, a high yield of 2,4,6-triphenyl-3,5-diazapyrylium salt (46) wa8 formed,62a which was converted into 2,4,6triphenyl-s-triazine by ammonia.
This synthesis, known as the Rothemund reaction, 154 has found wide applications with aldehydes in which R is aromatic; the reaction mechanism has been studied by l ~ naturally ~ occurring,porphyrins, see B4 oligomers. Badger et ~ 1 . For H (1248) R = OH, R' = H, R" = CeH4X (124b) R = R ' = R " = H ( 1 2 4 ~ )R = H R R HN \ (126) / / R (125) c. Diethynyl ketone [CO(CzCH),] reacted with diazomethane or diazopropane in ether under reflux to give the bispyrazolyl ketone (126; R = H, Me, X = CO) ;156 1,4-dipropioloylbenzene afforded similar compounds (126; M=H, Me, X = p COC6H&O).
G. Casinovi, G. B. Marini-Bettolo, and N. G. Bisset, Nature (London) 193, 163 1178 (1962). 170 For monographs, see (a)Fieser and Fieser,le p. 955; (b) W. Z. HFsid and M. Doudoroff, Progr. Chem. Org. Natur. Prod. 5, 101 (1948); (c) R. L. ), “Methods in Carbohydrate Chemistry,” Vol. 5, pp. 65-181. Academic Press, New York, 1965. See. 172It is now synthesized by the action of formaldehydeon 4-hydroxycoumarin. 1H0 171 See Stecher,29 p. 76. H. A. Campbell and K. P. Link, J . Biol. Chem. 138, 21 (1941).