Advances in Heterocyclic Chemistry, Vol. 11 by A.R. Katritzky, A.J. Boulton (Eds.) PDF

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

ISBN-10: 0120206110

ISBN-13: 9780120206117

(from preface)This, the 11th quantity of Advances in Heterocyclic Chemistry, comprises surveys of the chemistry of the subsequent teams of heterocyclic compounds: benzo[6]thiophenes (B. Iddon and R. M. Scrow-ston), naphthyridines (W. W. Paudler and T. J. Kress), and quinu-clidines (L. N. Yakhontov). additionally, R. A. Jones covers the applying of actual ways to pyrrole chemistry and a really topical topic, the photochemistry of heterocycles, is reviewed via S. T. Reid.Suggestions are welcomed for contributions to destiny volumes; they need to be within the kind of brief sj'nopses.Thanks are because of the Editorial Board, the writer, and the authors for his or her cooperation.

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Extra resources for Advances in Heterocyclic Chemistry, Vol. 11

Example text

Cellura, Chem. Commun. 762 (1967). 107 G . J. Fonken, Chem. & Ind. (London) 1575 (1961). 105 32 [SEC. S. T. REID 111. E. l0*Oxepin itself (124) is isomerized to the oxabicycloheptadiene (125) on irradiation in ether solution, but in acetone solution, phenol is the principal p h o t o p r o d ~ c tThere . 0]hexa-2,5-diene112[Eq. (29)]; this process is, in fact, the reverse of the bridging reaction. 0]hexene system. This is reflected in the behavior of the corresponding heterocyclic derivatives. 1-Methyl-2-pyridone (126; X =N-CH3) and 2-pyrone (126; X = 0) are transformed to the corresponding bicyclic system (127) by L.

C k m . 32, 915 (1967). 72 K. Kocsis, P. G. Ferrini, D. Arigoni, and 0. Jeger, Helv. Chim. Acta 43,2178 71 (1960). 7 3 M. Franck-Neumann, Tetrahedron Letters 2979 (1968). S. Masamune, H. Zenda, M. Wiesel, N. Nakatsuka, and G. Bigam, J . Am. Chem. SOC. 90, 2727 (1968). 75 T. F. Thomas, C. I. Sutin, and C. Steel, J . Am. Chem. SOC. 89, 5107 (1967). 74 24 5. T. O]pentane (93))has sufficient vibrational excitation energy to undergo a series of unimolecular reactions, yielding cyclopentene, cyclopentadiene, and penta- 1,4-diene in addition to the bicyclic hydrocarbon.

Chem. SOC. 89, 3922 (1967). Barton, Helv. Chim. Acta 42, 2604 (1959). 114 R. Srinivasan, Advan. Photochem. 4, 113 (1966). lle 4,6-Dimethyl-2-pyrone (128), however, undergoes ring cleavage on irradiation in methanol, 11' presumably via the intermediate ketene (129), to the unsaturated ester (130). Ring cleavage of this type has been proposed to account for 0 (128) (129) (130) the photochromism of a series of 2H-chromenes and 2 H - p ~ r a n s . l ~ ~ Colorless 2H-chromene itself is converted into the colored open-chain form [Eq.

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Advances in Heterocyclic Chemistry, Vol. 11 by A.R. Katritzky, A.J. Boulton (Eds.)

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