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By arnold (author) ; taylor, edward c. (author) ; weissberger, a. (author) weissberger

5,5 structures with a Bridgehead Nitrogen Atom (J. P. Paolini).

Indolizine and Aza-Derivatives with extra Nitrogens within the 5-membered Ring (H. L. Blewitt).

Azaindolizine structures Having a couple of Nitrogen Atom within the 6-membered Ring (G. Maury).

The Chemistry of Cyclazines (A. Taurins).

Dithiole and Dithiolium structures (R. D. Hamilton and E. Campaigne).

Heteropentalenes (K. Potts).

Borazaromatic Compounds (A. J. Fritsch).

Syntheses and houses of Cyanine and comparable Dyes (D. M. Sturmer).Content:
Chapter I 5,5?System With a Bridgehead Nitrogen Atom (pages 1–115): P. Paolini
Chapter II Indolizine and Aza Derivatives With extra Nitrogens within the 5?Membered Ring (pages 117–178): H. L. Blewitt
Chapter III Azaindolizine structures Having multiple Nitrogen Atom within the 6?Membered Ring (pages 179–244): Georges Mauey
Chapter IV The Chemistry of Cyclazines (pages 245–270): Alfred Taurins
Chapter V Dithiole and Dithiolium structures (pages 271–315): R. D. Hamilton and E. Campaigns
Chapter VI Heteropentalenes (pages 317–379): okay. T. Potts
Chapter VII Borazaromatic Compounds (pages 381–440): Albert J. Fritsch
Chapter VIII Syntheses and houses of Cyanine and comparable Dyes (pages 441–587): David M. Sturmer

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Additional resources for Chemistry of Heterocyclic Compounds: Special Topics in Heterocyclic Chemistry, Volume 30

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4. Middleton and MetzgerZOJ treated trifluoroacetonitrile (309)with 53 Synthesis "'y H - - ! D a S & k nH [ & k a ] 302. They proposed the mechanism shown below. 5. Malaviya and D ~ t t * reported "~ that photolysis of 1 ,&diaminonaphthalene (311) in dilute hydrochloric acid gave peri-dinaphthaleneazotide (312). 6. Wikel and Pagerzs9 reported the synthesis of s-triazolo[3,4-b]benzothiazoles from 2-halophenylisothiocyanates (313) and hydrazones H O c6H5YJ-H 54 5,s-Systems with a Bridgehead Nitrogen Atom NaOH s o l .

Betrabet and Chakra~arti”~ reported that the compound obtained by Thiele and Falk192was really the dibenzodiazocine (295). Ried and B ~ d e m prepared ’~~ a series of compounds from several aromatic 1,2-diamines and 1,2-diaIdehydes and assigned diazacine structures to them. 198 52 5,s-Systems with a Bridgehead Nitrogen Atom Perlmutter and Knapp'"' showed that the compounds prepared by Ried and Bodem'"" did not have the diazacine structure but were the following systems: 12H-benzo[4,S]isoindolo[2,1-a]benzimidazole (2%), 13H-naphth[2',3' : 4,S]imidazo[2,1-a]isoindole (297), 14H-benzo[nnaphth[2',3' : 4,S]imidazo[2,l-a]isoindole (298)and either 8H-benzo[flnaphth[ 1',2' : 4,S]imidazo[2,l-a]isoindole (299)or 14H-benzo[fJnaphth[2', 1' : 4S]imidazo[ 2,1 -a]isoindole (300).

The Scott group'2" confirmed this work and found, additionally, that the N-acetylhydrazide (164)in refluxing phenol, was converted to the triazino benzothiazole (165). <-Sy\teni\ uith it 13riJgchcdcl hitrogcii s-\roni c. The reaction of hydraLone5 of type (154) with bromine in acetic acid gives hydrazidic bromides (168) which on treatment with aqueous sodium acetate give fuwd triazoles of type 155. 13" d. Halo compound\ of type (166 react with aryl hydrazides in phenol. using sodium phcnoxidc as the hase.

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