By A.R. Katritzky, A.J. Boulton (Eds.)

(from preface)The current quantity incorporates a wide variety of heterocyclic chemistry. Syntheses of heterocycles from thioureas are reviewed by way of T. S. Griffin, T. S. Woods, and I). L. Klayman, whereas eight. W. Schneller describes the chemistry of benzothiins and their derivatives (thiochromans. thiochromones, and thio-chromanones). advancements in chrom-3-ene chemistry are reviewed through L. Merlini. F. D. Popp contributes a bankruptcy at the isatins. A dialogue of theoretical elements of the tautomerism of pyrimidines, by means of J. S. Kwiatkowski and B. Pullman, follows up a corresponding past contribution (Vol. thirteen) on tautomeric purines. within the ultimate bankruptcy P. and D. Cagniant describe the average prevalence ami synthesis of the bcnzofurans.

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Sadler,J. , 957 (1961). 231 R. C. Paul, P. Singh, and S. L. Chatlha, IiidianJ. Chem. 6, 673 (1968). 232 8 . J. Angyal, 13;. Rnllork, W. C . Hanger, W. C. Howell, antl A. W. Johnson, J . , . 1592 (1957). 23J A. Mangini and R . l’asscrini, BoU. Scz. Fnc. Chzm. I d . Bologna 9 , 51 (1951); Chem. Abstr. 46, 330 (1952). 224 225 20 FRANK D. POPP [Sec. 242 VI. Oxidation and Reduction A. OXIDATION The most frequently reported oxidation reaction of isatins is the oxidation with alkaline hydrogen peroxide to give anthranilic acids.

44, 3845 (1950). 264 W. C. Bumptcr, J. L. Williams, P. H Wilkenq, and B. L. Willoughby, J . Org. Cliem. 14,713 (1949). 265 W. C. Sumpter, P. H. Wilkcn, J . L. Williams, R. Wedemeyer, S. L. Boyer, and W. W. H u n t , J . Org. 16, 1777 (1951). 257 258 24 [Sec. A FRANK D. POPP i s a t i n - 3 - 0 x i m e , ~i s~a~t i, n~ -~3~- h y d r a ~ o n e3-phenyliminoo~indoles,~~~ ,~~~ 3-ben~ylideneindol-2(3H)-ones,~~~ l-(chl~roacetyl)isatin,~~~ and a variety of isatin derivatives 261 has been studied. A polarographic study of the alkaline hydrolysis of an isatin anil has been carried An analytical procedure for organotin hydrides has been based on the reduction of isatin t o o x i n d ~ l e .

With an excess of diphenyldiazoniethane for an extended reaction time gave 183 (R = Ph, R' = 502 W. C. Suniptrr and \V. W. Hunt, Trans. Kentucky Acnd. S c i . 17, 78 (1956); 503 505 507 508 Chem. abstr. 51, :1560 (1957). 13. Witkop antl A . Ek,J . Amer. Chrm. Soc. 73,5664 (1051). J. M. Brrice,J Chem. , 2366 (1959). B. Eistcrt antl 0. Ganster,Chem. Her. 104, 78 (1971). B. Eistcrt and G. Rorggrcfe,Justus Ltebigs A n n . Chem. 718,142 (1968). B. Eistert arid H Selzcr, Chem. B e y . 96, 1234 (1963).

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