摘要:

AbstractCarbostyril derivatives are obtained on reaction ofo‐chlorobenzaldehyde and derivatives with 2‐alkyl‐4,4‐dimelhyl‐2‐oxazolines with elimination of methallyl chloride. Phenylethenyloxazolines are presumed in

ISSN:0022-152X    

DOI:10.1002/jhet.5570130111

出版商:Wiley‐Blackwell    

年代:1976

数据来源: WILEY

摘要:

AbstractUnlike 1,2,5‐triphenylphosphole, 3‐butyl‐1,2‐diphenylphosphindole reacts smoothly with two molecules of dimethyl acetylenedicarboxylate to give the phosphindole oxide, a yellow adduct and a colourless adduct. The case of the reaction is taken to indicate less lone pair interaction with the π‐system in phosphindoles than in phospholes. The yellow adduct is shown to be a phosphindolium cyclopentadienylide,i.e.an adduct of the phosphindole and two molecules of the ester less one oxygen atom. The colourless adduct is shown to be a 1:2:1 adduct of the phosphindole, the ester and water and has a benzodihydrophosphonin structure. Mechanisms for the formation of both adducts are proposed. Adducts of this general type were previously unknown in organophosphorus

ISSN:0022-152X    

DOI:10.1002/jhet.5570130112

出版商:Wiley‐Blackwell    

年代:1976

数据来源: WILEY

摘要:

Abstract2,6‐Diphenyl‐4H‐pyran‐4‐one in the presence of phosphorus oxychloride reacted with phenothiazine to give a pyryliurn salt which was bonded in the 4‐position to the nitrogen atom of phenothiazine. Carbazole gave a similar type of product. When theN‐methyl derivatives of phenothiazine and carbazole were allowed to react under the same conditions, the coupling took place on the phenyl ringparato the nitrogen atom. In contrast to phenothiazine, benzo[a]‐phenothiazine gave a product arising by coupling into

ISSN:0022-152X    

DOI:10.1002/jhet.5570130113

出版商:Wiley‐Blackwell    

年代:1976

数据来源: WILEY

摘要:

AbstractThe addition of 1 and 2 molar equivalents of bromine to a series of 10‐alkylphenothiazines,1a‐d(methyl, ethyl,n‐propyl, and isopropyl, respectively), yields the corresponding 3‐bromo‐ and 3,7‐dibromo‐10‐alkylphenothiazines (11a‐dand12a‐d, respectively). Evidence which supports the typical clectrophilic aromatic substitution mechanism is presented. Radical cations (12a‐d.+) arc produced when12a‐dare treated with 1 or 2 molar equivalents of bromine. Upon boiling in acetic acid these radical cations are converted predominantly to 1,3,7,9‐lelrabromophenothiazine (5) and the parent 3,7‐dibromo‐10‐alkylphenothiazine (12a‐d) with the evolution of hydrogen bromide. The 10‐methyl radical (12a) gives, in addition, 1,3,7‐tribromo‐10‐methylphenothiazine (15). A mechanism if proposed for these reactions in which initial dealkylution of12b‐d.+to 3.7‐dibromophenothiazine radical cation (13) occurs followed by reduction of13.+by bromide ion to parent 3,7‐dibromophenothiazine (13). Subsequent bromination of13by molecular bromine produced in the previous redox reaction yields 1,3,7‐tribromo‐(14) and 1,3,7,9‐tetra‐bromo‐(5) phenothiazines. The small size of the methyl group allows12ato be brominated at the 1‐position prior to dealkylation. In addition to undergoing bromination at the 3‐ and 7‐position, 10‐isopropylphenothiazine (1d) is oxidized to the radical cation12e.+when treated with bromine. 10‐Benzylphenothiazine (1e), however, undergoes oxidation to radical cation1e.+exclusively. This radical cation debenzylates read

ISSN:0022-152X    

DOI:10.1002/jhet.5570130114

出版商:Wiley‐Blackwell    

年代:1976

数据来源: WILEY

摘要:

AbstractThe condensation of some heterocyclic aldehydes with dimethyl homophthalate in the presence of either sodium hydride or potassiumt‐butoxide as condensing agents gave either the (E)‐or the (Z)‐half‐ester (1b) as the predominant product. The structure and configuration of the products has been established by both chemical and spectroscopi

ISSN:0022-152X    

DOI:10.1002/jhet.5570130115

出版商:Wiley‐Blackwell    

年代:1976

数据来源: WILEY

摘要:

AbstractLa eyanuration du bromométhyl‐2 méthoxycarbonyl‐3 furanne fournit l'acétonitrile furannique correspondent provenant de la substitution normale à cǒté du méthyl‐2 méthoxycarbonyl‐3 cyano‐5 furanne et de deux autres sous‐produits inhabituels issus de la substitution du méthylène “active” du furylacétonitrile formé in‐situ. Les sous‐produits obtenus par cyanuration du chlorométhyl‐2 méthoxycarbonyl‐5 furanne sont du měme type et la structure de ces composés inusuels décrite dans la littérature est done erronée. II est montré par ailleurs que l'acide cyanométhyl‐2 furanne carboxylique‐3 permet d'aceéde

ISSN:0022-152X    

DOI:10.1002/jhet.5570130116

出版商:Wiley‐Blackwell    

年代:1976

数据来源: WILEY

摘要:

AbstractA new nomenclature is proposed which provides a convenient stereo‐description of diverse types of fused β‐lactams appearing in the literature in recent y

ISSN:0022-152X    

DOI:10.1002/jhet.5570130117

出版商:Wiley‐Blackwell    

年代:1976

数据来源: WILEY

摘要:

AbstractSome derivatives of 11H‐indolo[3,2‐c] [1,8]naphthyridine, a new heterocyclic system, have been prepared using the Fischer indole synthesis on the appropriately phenylhydrazones. The preparation of some substituted 5,6‐dihydro‐11H‐indolo[3,2‐c][1,8]naphthyridines is als

ISSN:0022-152X    

DOI:10.1002/jhet.5570130118

出版商:Wiley‐Blackwell    

年代:1976

数据来源: WILEY

摘要:

AbstractSynthetic routes to the title compounds were explored. 1,2,5,6‐Tetraacetylperhydro‐1,2,5,6‐tetrazocine (6, 36%) was produced from ethylene glycol bis‐p‐toluenesulfonate and the potassium salt of 1,2‐bis(N,N′ ‐diacetylhydrazino)ethane in refluxing mesitylene. Its acid‐catalyzed hydrolysis led to perhydro‐1,2,5,6‐tetrazocine (9), an air‐sensitive, crystalline solid, the first reported unsubstituted tetraazacyclooctane and the first example of an unsubstituted macrocycle incorporating two or more endocyclic hydrazino groups. 1,2‐Bis(hydrazino)ethane (4) and diisobutyl oxalate in refluxing dimethylformamide gave 1,4‐diamino‐2,3‐diketopiperazine (11) rather than 3,4‐diketoperhydro‐1,2,5,6‐tetrazoeine (12). The acid‐catalyzed reaction of benzil with4gave 3,4,7,8‐tetraaza‐1,2,9,

ISSN:0022-152X    

DOI:10.1002/jhet.5570130119

出版商:Wiley‐Blackwell    

年代:1976

数据来源: WILEY

摘要:

AbstractThe reactions of 2‐amino‐3‐hydroxypyridine and 2‐chloro‐3‐nitropyridine in various solvents and in the presence of certain catalysts were studied. A dilute acid‐catalysed procedure led to a 45% yield of 3‐hydroxy‐3‐nitro‐2,2‐dipyridylamine which was also obtained by refluxing in alcoholic potassium hydroxide for several hours. The diarylamine was converted to 1,9‐diazaphenoxazine by base‐catalysed intramolecular condensation in refluxing DMSO. The same diazaphenoxazine was obtained directly by prolonged base‐catalysed reaction of the starting pyridine compounds in DMSO. From a study of the infrared spectrum of the diarylamine precursor, it was found that strong NHO hydrogen bonding is responsible for the failure of the cyclization step in either aqueous or alcoholic base. This problem was overcome by the use of DMSO as the reaction solvent. Structural assignments were made by a study of their ultraviolet, infrared, nmr and mass spectra and the mechanistic

ISSN:0022-152X    

DOI:10.1002/jhet.5570130120

出版商:Wiley‐Blackwell    

年代:1976

数据来源: WILEY