By Alan R. Katritzky
(from preface)Volume 30 includes seven chapters. That facing ''Furans'' through F. M. Dean updates the evaluate entitled ''The improvement of the Chemistry of Furans 1952-1963'' by means of F. Bosshard and С. Н. Eugster which was once released in quantity 7.Dr. S. T. Reid has contributed the 1st of 2 sections on photochemistry of heterocycles, the current one facing that of /V-heterocycles. This updates a part of his personal past evaluation ''The Photochemistry of Heterocycles'' released in 1970inVolume eleven. another contribution, that allows you to expand the updating to O- and 5-heterocycles, may be released almost immediately. Dr. A. B. Hornfeldts overview, entitled ''Selenophenes,'' additionally bargains with a topic that was once formerly reviewed in quantity 12 of this sequence through N. N. Magdesieva.The ultimate 4 chapters of the current quantity contain subject matters new to the sequence. of them care for particular teams of compounds (C. J. Moody on ''Azodicarbonyl Compounds'' and T. Sasaki on ''Heteroada-mantanes'') and others take care of the ''Use of Transition Organome-tallic Compounds in Heterocyclic Synthesis'' (J. L. Davidson and P. N. Preston) and ''Sulfur move Reagents''
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Ohashi and G . 8 . , 3472; S. Ohashi, W. E. Ruch, and G . B. Butler, ibid. 46, 614 (1981). 2 4 5 T. R. Hoye, K . J . Bottorff, A. J. Caruso, and J . P. Dellaria, J . Ory. Chem. 45,4287 (1980). 24h W. Adam and 0. DeLucchi, Tetruliedron Lett. 22,929 (1981). 2 4 7 R. D. Wilcox, R. M . Pagni, H. M . Hassaneen, and G . W. Kabalka, J . Org. Chem. 46, 1931 (1981). 24* S. Sommer and U. Schubert, Anyew. , Int. Ed. Enyl. 18, 696 (1979). 2 4 y T. Wagner-Jauregg, Synthesis, 769 (1980). M . Kuzuya, F. Miyake, and T.
Dorneanu, and I. Zugravescu, Rev. Roum. Chim. 19,1507 (1974); 21,1203 (1976). E. Cawkill, W. D. Ollis, C. A. Ramsden, and G. P. Rowson, J . C. S. Perkin Trans. I , 724 (1979). 22 [Sec. C CHRISTOPHER J. MOODY Ph I Ph ! 1,3,4-Thiadiazolidines are readily dehydrogenated by DEAZD. The resulting A3-1,3,4-thiadiazolines lose N2 on heating to generate thocarbonyl ylids, which can be intercepted by DEAZD to give 1,3,4-thiadiazolidines (Eq. ' 28 The mesoionic compound 78 adds to both PTAD and DEAZD as a 1,3-dipole to give 79 and 80, respectively, in high yield.
Soc. 102,4806 (1980). '"I Sec. D] AZODICA RBONYL COMPOUNDS 39 Oxadiazines (120) are formed from ketene acetals and DMAZD in moderate yields. 4. B y Further Transformation of Initial Adducts In certain cases the initial Diels-Alder adducts of ADC compounds are labile. For example, the adduct (121) from cyclopentadiene and azodibenzoyl rearranges in quantitative yield on heating in aqueous methanol to give the 1,3,4-oxadiazine lZL207 Solvent has little or no effect, and a concerted [3,3] rearrangement as shown in Scheme 17 seems the most likely explanation.
Advances in Heterocyclic Chemistry, Vol. 30 by Alan R. Katritzky