Advances in Heterocyclic Chemistry, Vol. 18 by A.R. Katritzky, A.J. Boulton (Eds.)

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

(from preface)The current quantity contains a wide variety of heterocyclic chemistry. Syntheses of heterocycles from thioureas are reviewed via 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, through 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 usual prevalence ami synthesis of the bcnzofurans.

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

(from preface)The current quantity contains a wide variety of heterocyclic chemistry. Syntheses of heterocycles from thioureas are reviewed via 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, through 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 usual prevalence ami synthesis of the bcnzofurans.

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S. Ioffe, A . €3. Tomchin, and E N. Zhukova, Zh. Obshch. Khzm. 39, 78 (1969). 39Q I. S Ioffe, A, R. Tomchin, and E. N. Zhukova, Zh. Obshch. lihz7n. 39, 640 (1969). 379 34 [Sec. C FRANK D. 333It is reported395that 108 exists as the thione in the crystalline state. , Nethorlancls I'atcnt 6,410,823 (1'365); Chem. Abstr. 63, 13295 (1965). 398 J . M. %. Gladych, It. Hornby, J. H. Hunt, D. Jack, J. J. Boyl, R. J. F. Haff, C. C : . J . Stsnficld, and R. C. Stewart, J . Med. Chem. 15, 177 (1972). 399 A.

Schonberg antl I<. Janghans, Ber. 96, 3328 (1963). 48 FRANK D . POPP [Sec. B CHPh,, R" = H), which was oxidized by sodium dichromate-acetic acid t o N - (diphenylmethy1)isatin. O B. REACTIONS LEADING TO ISATYLIDENE DERIVATIVES Compounds of the type 171 can generally be easily dehydrated and many reactions of isatins lead directly t o isatylidene derivatives. 513gave compounds of the type 184. 514-518Similar type compounds (186) have been obtained from thianaphthenes and isatin using acetic a ~ i d .

527 F. E. King, T. tJ. King, and G. B. Thompson, J . Chem. , 552 (1948). 5 2 8 G. Stofanovic and S. Miailovic, Glas. Khern. Drushtva, Beograd 22, 459 (1959); Chew,. Abstr. 56, 3442 (1962). 5 2 8 C. B. Barrett, K. J . S. Beer, G. M. Dodd, and A. Robertson, J . Chem. , 4810 (1957). 525 526 50 PRANK L). POPP [Sec. 160,530-532 R’ = ph,533 01 R’ = CNl6O). The literature contains many transformations of compounds of the type 184 and the 2-isatylidene analogs of 184; such compounds are ~~~,~~~ frequently prepared from oxindoles 533-53Q and i n d o ~ y l s ,rather than from isatins.

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