By A. R., & A. J. Boulton (Eds), Katritzky
(from preface)The 10th quantity of this serial e-book contains six chapters, 4 of which care for the final chemistry of a selected crew of heterocyclic compounds: pyridopyrimidines (W. J. Irwin and D. G. Wibberley), benzofuroxans (A. J. Boulton and P. B. Ghosh), isoindolee (J. D. White and M. E. Mann), and pyrylium salts (A. T. Balaban, W. Schroth, and G. Fischer). the remainder chapters are occupied with indole Grignard reagents (R. A. Heacock and S. Kasparek) and with cyclic hydroxamic acids (J. B. Bapat, D, St. C. Black, and R. C. Brown).The overseas style of the book is preserved: our members come from six international locations in 3 continents.We thank the authors and publishers for his or her cooperation which has allowed creation of this quantity in lower than 12 months.
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Additional info for Advances in Heterocyclic Chemistry, Vol. 10
1 N-Morpholino-. k N-Piperidino-. 5,5’-Dibenzofuroxanyl. m Di-(5-benzofuroxanyl)sulfone. n Not obtained pure. 0 5-Methylisoxazol-3-y1. ‘ 90 : T1 f 3 This Page Intentionally Left Blank The Indole Grignard Reagents R . A. HEACOCK AND s. K’ASPAREK* Atlantic Regional Laborutory, National Research Council of Canada, Halifax, Nova Scotia, Canada I. Introduction . 43 11. Preparation of the Indole Magnesium Halides . 44 111. Reactions of the Indole Magnesium Halides . 46 A. GeneralComments . 46 B. Reactions with Organic Halogen Compounds .
Parent, French Patent No. 1,395,886 (1965); Chem. Abstr. 63, 14875 (1965). 121 Netherlands Patent Appl. No. ); Chem. Abstr. 64, 11216 (1966). Ponzio, Qazz. Chim. It&. 36 11, 316 (1906). The authors of Ref. 58 were responsible for the assignment of structure 47 to the product, on very slender evidence. 119 [Sec. VII. ] 25 BENZOFUROXANS tion and chlorination both lead to 4-substituted compounds123and the nitration work should be regarded with suspicion. Di- and trinitro derivatives of 8-hydroxynaphtho[1,2-c]furoxan have been reported.
30, 1119 (1897). 125 W. Moje, J . Org. Chem. 29, 3722 (1964). 125a D. P. Clifford. Sc. Thesis, University of East Anglia, 1965. 126 P. Ruggli and F. Buchmeier, Helw. Chim. Acta 28, 850 (1945). 123 26 [Sec. VII. ] A. J. BOULTON AND P. B. ". l Z 1 Nitrobenzofuroxans with alcoholic hypochlorite or hypobromite undergo an interesting reaction, the haloalkoxy substitution reaction, in which the nitro group is replaced by halogen, and an alkoxy group appears at an adjacent ortho position [Eqs. ~',39 These reactions had essentially been discovered earlier', 6o (using dinitroaniline precursors of the starting benzofuroxans), but in each caae the substitution pattern had been incorrectly assigned.
Advances in Heterocyclic Chemistry, Vol. 10 by A. R., & A. J. Boulton (Eds), Katritzky