By A.R. Katritzky, A.J. Boulton (Eds.)
(from preface)This, the 11th quantity of Advances in Heterocyclic Chemistry, contains surveys of the chemistry of the next teams of heterocyclic compounds: benzothiophenes (B. Iddon and R. M. Scrow-ston), naphthyridines (W. W. Paudler and T. J. Kress), and quinu-clidines (L. N. Yakhontov). moreover, R. A. Jones covers the appliance 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 as a result of 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
Paquette. J. Am. Chem. SOC. 86, 500 (1964). 104 R. F. Childs and A. W. Johnson, J. Chem. , C 874 (1967). W. J. Theuer and J. A. Moore, Chem. Comnzun. 408 (1965). 106 A. G. Anastassiou and R. P. 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 .
Ber. 99, 88 (1966). 179 C. H. Krauch and S. Farid, Chem. Ber. 100, 1685 (1967). 178 B. 177 J. IV. The l ~ ~major product of such an addition to tetramethylene is the cis-fused cyclobutane derivative (207) ; the formation of the two minor products (208 and 209) is easily rationalized. Added benzophenone has no visible effect on this cycloaddition, which is therefore believed to involve the attack of triplet chromone on the ground-state alkene. Photoaddition to furochromones has also been ~ t u d i e d , ”and ~ the photosensitized cyclo- \ I I& d#+&+ \ \ H (207) 0 (209) additions of dimethylmaleic anhydride to furan itself lsl [Eq.
Scheiner, Tetrahedron 24, 2757 (1968). 94 E. M. Burgess and L. McCullagh, J . Am. Chem. SOC. 88, 1580 (1966). ] THE PHOTOCHEMISTRY OF HETEROCYCLES 29 Irradiation of certain 1-p-toluenesulfonate- 1,2,3-triazole anions has been employed in the preparation of a l k y n e ~ . ~ ~ The photolysis of 1,2,3-thiadiazoles also leads to the evolution of nitrogen, but the unstable thiirene is not obtained. 96 In the presence of perfluorobut-2-yne, however, 2,3-bis(trifluoromethyl)thiophene is obtained, presumably by addition of thiirene to the alkyne [Eq.
Advances in Heterocyclic Chemistry, Vol. 11 by A.R. Katritzky, A.J. Boulton (Eds.)