By A. R. Katritzky
(from preface)The current quantity includes 5 chapters, 3 of that are on matters formerly coated in those advances.The photochemistry o( oxygen- and sulfur-containing heterocycles is complementary to the evaluation at the photochemistry oi' nitrogen heterocycles that seemed in quantity 30: jointly those chapters replace an previous overview of the photochemistry of heterocycles (all by means of S. T. Reid). which seemed in 1970 in quantity II. Paudler and Sheets have up to date their evaluate of the final chemistry o( naphthyridines, which additionally seemed in quantity II. additionally, van der Plas. Wo/niak. and van den Haak have particularly thought of the reactions of naphthyridines with nitrogen nueleophiles. principally from their very own vast investigations during this area.Hermecv and Mes/aros have surveyed the chemistry of pyrido| l.2-| pyrimidines (and have integrated 469 references). the single past evaluate that covers the literature as much as 1957 indexed an insignificant forty three references. ultimately, Timpe and Rl'tsov have handled the big topic of pseudoa/.u-lenes, outlined in a huge technique to disguise a large choice o\' hicyclic heterocycles.
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46 Certain 2,5dihydrothiophen derivatives are similarly converted to the corresponding vinylthiirans,' 4 7 whereas 5,5-diaryl-2,5-dihydrofurans are reported to undergo di-n-methane rearrangement. 14' An unexpected transannular phototransformation has been observed on irradiation of the 1,3-dioxolen-2-one (177) S. 110, M. Maeda. and M. r. 8, 455 (1977). S . J . Cristol. G. A. Lee, and A . L. , 4175 (1971). I" R. M . Kellogg, J. A m C'hem. Soc. 93, 2344 (1971). IxA. Padwa and 7'. Brookhart. J. Ory.
Bull. C/iet)i. Soc. Jpn. 49, 3355 (1976); R. Matsushima. T. Kishimoto. M. SuLukI. M. Morioka, and H. Mizuno. hid. 53, 2938 (1980). A . C. Jain. H. Saini. and R. C. Gupta, J . %i. Ind. Rrs. 37, 264 (1978). 214 llS '" 48 [Sec. B S. T. ^^' 2L3 224 A. Padwa, A. Au, and W . Owens, J . Ory. Cherrr. 43, 303 (1978). A . Padwa and A . Au, J . Am. Chcm. Soc. 98, 5581 (1976). "' J . P. Wasacz and M. M. , 2501 (1970). C. Bernasconi, L. Cottier. G . Descotes, M. F. Grenier. and F. Metras, Nouo. J . Chim. 2, 79 ( 1978); J .
3601 (1979). I"' R. Martinez and M. A . Miranda, T e / r a h ~ d , o 37. ~ ~21 I 1 (1981). I"* 36 [Sec. B S. T. 169A mechanism involving a zwitterionic intermediate has been proposed. l~' Careful examination of the 3-phenyl derivative has shown that decarbonylation arises by excitation of the keto tautomer (210) and yields the o-quinone methide (211)171;this is readily trapped as the ether 168 lhy B. H. Toder. S. J. Branca, and A. B. Smith, J . Ory. Chem. 42, 904 (1977). A. Padwa, T. Brookhart, D.
Advances in Heterocyclic Chemistry, Vol. 33 by A. R. Katritzky