Advances in Heterocyclic Chemistry, Vol. 38 by Alan R. Katritzky (ed.)

April 3, 2017 | Organic | By admin | 0 Comments

By Alan R. Katritzky (ed.)

Meant for natural chemists, this quantity follows the layout of earlier volumes and offers updated details on chosen components of heterocyclic chemistry.

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Wiley, New York, 1957. ’I M. Tisler and B. Stanovnik, Ado. Heterocycl. Chem. 9,211 (1968). M. Tisler and B. Stanovnik, Ado. Heterocycl. Chem. 24,363 (1979). ” T. Curtius, J . Prakt. Chem. [2] SO, 508 (1894). ’’ 24 [Sec. B ALEXANDER L. WEIS at the beginning of this century. The results obtained by different authors gave rise to much controversy, since not all condensations of hydrazine with saturated diketones yield single products (mono- and bishydrazones, aminopyrroles, polymers, etc. can all be formed).

M. Trefonas, J. Org. Chem. 38, 1102 7s 76 (1973). J. Dodge, W. Hedges, J. W. Timber1ake;and L. M. Trefonas, J . Org. Chem. 43,3615 (1978). 26 [Sec. B ALEXANDER L. WElS (32) Schlenck and c o - ~ o r k e r showed s ~ ~ that tetrapheylsuccinaldehyde reacted with hydrazine to give 33. These authors did not report any trimerization of the dihydropyridazine. Apparently, the steric requirements of the phenyl groups preclude this eventuality. Ph N’ (33) The single example of the preparation of 1,2-dihydropyridazines (34) was reported by Zelenin and Dumpis,86 namely, the condensation of 1,2dialkylhydrazines with acetonylacetone [Eq.

Lorens, and G . S. Helwig, J . Org. Chem. 44, 1202 (1979). M. Regitz, W. Welter, and A. Hartmann, Chem. Ber. 112, 2509 (1979). Sec. 86,'03 (52) Aromatic diazonium salts undergo cycloaddition to dienes to produce Nsubstituted 1,6-dihydropyridazines 53 [Eq. @)I. 01 hex2-ene opens thermally to give unsubstituted 4,5-dihydropyridazine (8f) lo3 lo4 S. Stickler and W. C. Hoffmann, Angew. Chem. 82,254 (1970). E. A. Wildi, D. van Engen, and B. K. Carpenter, J . Am. Chem. 102,7994 (1980). 32 [Sec. B ALEXANDER L.

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