By A. R., & A. J. Boulton (Eds), Katritzky
(from preface)The 10th quantity of this serial booklet contains six chapters, 4 of which take care of the final chemistry of a selected workforce 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 rest chapters are all in favour of 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 foreign style of the ebook is preserved: our individuals 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 365 days.
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Additional resources for Advances in Heterocyclic Chemistry, Vol. 10
Hoe, and K . Tanno, Nippon Kagaku Zasshi 76, 1262 (1955);CherrL. Rbstr. 51, 17878 (1957). 36 M. Nakazaki, Bull. Chem. Soc. Japan, 32, 838 (1959); Chem. Abstr. 54, 13096 34 35M. Nakazaki, (1960). 50 R. A,. HEACOCK AND s. KA~PAREK [Sec. 111. , eserine (22)]molecule, which involve indole Grignard reagents as intermediates, have been described. Hoshino and his co-workers reported that treatment of the Grignard reagent obtained from tryptamine (23),by the action of a suitable alkyl magnesium halide, with methyl iodide in benzene did not give the expected indolenine derivative 24; instead dinordeoxyeseroline (25)was ~ b t a i n e d .
GHOSH 22 [Sec. VI. 86Naphtho[ 1,2-c]furoxan is reported to give the corresponding furazan with hydrazine. l8,lo’ The action of copper and hydrochloric acid produces o-nitroanilines in quantitative yield12* 39; with 5-methylbenzofuroxan both aminonitrotoluenes were obtained [Eq. (4)]. 12 389 I 0- (39%) (61%) Some internal oxidation-reduction reactions have been reported with the bisulfite adducts of naphtho[ 1 , 2 - c ] f u r o ~ a n and ~ ~ ~some -~~~ 106 J. H. Boyer and S. E. Ellzey, J . Am. Chem.
D. Thesis, University of Bristol, 1965. 2 50-60 94-95 172 170-172 177 132-133 118-1 196 Ref. 5-126 118 Ref. 86 132 119 25, 119 25 75 119 92 146 48 48 60 19 ? 7 105-1 06 109 123-124 91 38 38 27 107 119 27 48 14 82 57 27 152 35 184 35 14 TABLE I - m n t i n d w a Substituent at position Molecular formula 5 4 COOEt NHCOOEt i-Pro OMe OMe 6 Melting point ("C) 7 Ref. 5 221 136 146 27 39 55 23 109 123 123 144 e 111 44H4- 128-129 44H4- e, i 6 109 123 - c1 CH3 OMe -c4H4- CH3 OMe c1 - -c4H4- c1 -c4H4-c4H4- SOZCl - -c4H4- e, i b ?
Advances in Heterocyclic Chemistry, Vol. 10 by A. R., & A. J. Boulton (Eds), Katritzky