{"title":"Azonia-azulene salts. Part IV. Attempts to convert dihydroindolizines into azonia-azulenes","authors":"G. Cliff, Gurnos Jones, J. Stanyer","doi":"10.1039/J39710003426","DOIUrl":"https://doi.org/10.1039/J39710003426","url":null,"abstract":"The reduction of indolizine (1) and of some substituted indolizines [(6), (8), (10), and (13)] by dissolving metals gave 5,6- and 5,8-dihydroindolizines and 5,6,7,8-tetrahydroindolizines. Attempts to add carbenes to the 5,6-dihydro-2-phenylindolizines (7) and (9) were unsuccessful.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"16 1","pages":"3426-3427"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"84110619","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Photolysis of compounds containing an o-nitroarylthio-substituent","authors":"R. S. Goudie, P. Preston","doi":"10.1039/J39710003081","DOIUrl":"https://doi.org/10.1039/J39710003081","url":null,"abstract":"The photolysis of a number of compounds containing an o-nitroarylthio-substituent has been investigated. Decarboxylation occurs in certain carboxylic acid derivatives and the mechanism of these reactions is considered. In contrast to its thermolysis, photolysis of N-(o-nitrophenylthio)aniline provides 4′-anilinoazobenzene-2-sulphinic acid in moderate yield.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"12 5 1","pages":"3081-3084"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"78334117","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Derivatives of 6-aminopenicillanic acid. Part XI. α-Amino-p-hydroxy-benzylpenicillin","authors":"A. Long, J. Nayler, H. Smith, T. Taylor, N. Ward","doi":"10.1039/J39710001920","DOIUrl":"https://doi.org/10.1039/J39710001920","url":null,"abstract":"α-Amino-p-hydroxyphenylacetic acid was resolved and the isomeric amino-acids were coupled with 6-aminopenicillanic acid by two methods to give both epimers of α-amino-p-hydroxybenzylpenicillin. The epimer derived from (–)-D-α-amino-p-hydroxyphenylacetic acid has a broad spectrum of antibacterial activity and is exceptionally well absorbed into the bloodstream after administration by mouth.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"44 1","pages":"1920-1922"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"79959930","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Some thermal and photo-reactions of benzo- and naphtho-furandiones (coumarandiones)","authors":"W. Horspool, G. D. Khandelwal","doi":"10.1039/J39710003328","DOIUrl":"https://doi.org/10.1039/J39710003328","url":null,"abstract":"New thermal reactions of benzo- and naphtho-furandiones with some nucleophiles are reported. This has led to the synthesis of 3-diazobenzofuranone and 1-diazonaphthofuranone. The photo-decarbonylation of 2,3-dihydrobenzofuran-2,3-dione (1a), the corresponding 6-methyl compound (1b), and 1,2-dihydronaphtho[2,1-b]furan-1,2-dione (5) has been studied. Our results suggest that the intermediate in the reaction is a keto-keten. This could be trapped by water, phenols, and more importantly by carboxylic acids to afford anhydrides.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"26 1","pages":"3328-3331"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"80099472","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Cyclic organophosphorus compounds. Part XII. Use of 2-benzoyloxy-5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan under steric control in acylations","authors":"R. Edmundson, C. Forth, T. Moran","doi":"10.1039/J39710002452","DOIUrl":"https://doi.org/10.1039/J39710002452","url":null,"abstract":"The synthesis and benzoylating activity of 2-benzoyloxy-5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan are described. The compound reacts selectively with the less hindered amino-group of 1,4-diamino-2,6-dibromo-benzene to give 4′-amino-3′,5′-dibromobenzanilide; benzoyl chloride attacks both amino-groups.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"164 1","pages":"2452-2453"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"80381325","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Photoreduction of acetone by toluene and ethylbenzene","authors":"Prithipal Singh","doi":"10.1039/J39710000714","DOIUrl":"https://doi.org/10.1039/J39710000714","url":null,"abstract":"The photoreduction of acetone in toluene gave bibenzyl and 1,1-dimethyl-2-phenylethanol and that in ethyl-benzene gave meso- and (±)-2,3-diphenylbutane and 1,1-dimethyl-2-phenylpropan-1-ol. Pinacol and propan-2-ol were not formed.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"37 1","pages":"714-716"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"76970528","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"The synthesis and some properties of 1-(2-amino-oxyethyl)cytosines","authors":"Daniel M. Brown, P. F. Coe, D. Green","doi":"10.1039/J39710000867","DOIUrl":"https://doi.org/10.1039/J39710000867","url":null,"abstract":"1-(2-Amino-oxyethyl)cytosine (III) has been prepared from 4-methylthio-1-(2-phthalimido-oxyethyl)-pyrimidin-2(1H)-one (II) and methanolic ammonia. Methylation of a protected derivative of N(4)-acetyl-(III) with diazomethane gave the 3- and N(4)-methyl derivatives (VIII) and (IV) of compound (III). In deuterium oxide at pD 6·4 the C-5 proton in (III), and that in (VIII), is rapidly replaced by deuterium. Compound (III) in aqueous hydroxylamine (pH 6) undergoes rapid ring closure at C-6 and substitution by hydroxylamine at C-4 to give 1,3,4,8,9,9a-hexahydro-8-hydroxyiminopyrimido[4,3-c][1,2,4]oxadiazin-6(7H)-one (XI). Compound (III) also undergoes self-condensation to give a ‘dimeric’ product of structure analogous to (XI).A possibly general method for the synthesis of alkoxyamines by cleavage of N-alkoxyphthalimides with methanolic ammonia is discussed.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"60 1","pages":"867-869"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"77210058","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"A selective bromination of aromatic amines","authors":"V. Calō, F. Ciminale, L. Lopez, P. Todesco","doi":"10.1039/J39710003652","DOIUrl":"https://doi.org/10.1039/J39710003652","url":null,"abstract":"A simple method for monobromination of aromatic amines predominantly or exclusively in the para-position is reported. 2,4,4,6-Tetrabromocyclohexa-2,5-dienone is used as the halogenating agent in dichloromethane or chloroform. Protection of the amino-group is not necessary and yields are generally higher than 90%.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"7 1","pages":"3652-3653"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"82379363","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"The structure and synthesis of a tetrahydro-β-carboline alkaloid from Phalaris arundinacea: some new tetrahydro-β-carbolines","authors":"P. Shannon, W. M. Leyshon","doi":"10.1039/J39710002837","DOIUrl":"https://doi.org/10.1039/J39710002837","url":null,"abstract":"The original structure of 2,9-dimethyl-6-methoxy-1,2,3,4-tetrahydro-β-carboline for a new alkaloid from Phalaris arundinacea has been shown to be incorrect by synthesis. 6-Methoxy-2-methyl-1,2,3,4-tetrahydro-β-carboline has been synthesised and is suggested as an alternative.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"37 1","pages":"2837-2839"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"82539053","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Quinoxalines and related compounds. Part VIII. The reactions of quinoxaline-2(1H)-ones and -2,3(1H,4H)-diones with hydrazine","authors":"G. Cheeseman, M. Rafiq","doi":"10.1039/J39710000452","DOIUrl":"https://doi.org/10.1039/J39710000452","url":null,"abstract":"Quinoxalin-2(1H)-one undergoes ring fission on treatment with boiling 50% aqueous hydrazine to give a mixture of 2-methylbenzimidazole and o-phenylenediamine. Quinoxaline-2,3-(1H,4H)-dione and its 1-methyl derivative are converted into 3-hydrazinoquinoxalin-2(1H)-ones on similar treatment.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"39 1","pages":"452-454"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"82597622","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}