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Journal of The Chemical Society C: Organic最新文献

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Structures of some hexa-1,5-diene-1,1,3,3,4,4,6,6-octacarboxylic esters 一些六-1,5-二烯-1,1,3,3,4,4,6,6-八羧酸酯的结构
Journal of The Chemical Society C: Organic Pub Date : 1971-01-01 DOI: 10.1039/J39710003673
C. W. Shoppee, N. Hughes
{"title":"Structures of some hexa-1,5-diene-1,1,3,3,4,4,6,6-octacarboxylic esters","authors":"C. W. Shoppee, N. Hughes","doi":"10.1039/J39710003673","DOIUrl":"https://doi.org/10.1039/J39710003673","url":null,"abstract":"The structures of the octamethyl ester, m.p. 139°, and the octaethyl ester, m.p. 86°, obtained by condensation of two molecules of methyl or ethyl sodiodicarboxyglutaconate, as derivatives of hexa-1,5-diene have been proved. The complete lack of normal electrophilic olefinic reactivity shown by these esters cannot be explained by intramolecular cyclisation to isomeric derivatives of bicyclo[2,1,1]hexane or bicyclo[2,2,0]hexane, and is regarded as arising from adverse polar and steric factors. The experimental work recorded by Ingold, Parekh, and Shoppee in 1936, where repeated, has been confirmed and the structures then assigned, with a single exception, proved by n.m.r. spectroscopy and mass spectrometry.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"40 1","pages":"3673-3679"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"86503568","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}
引用次数: 1
γγ-Disubstituted itaconic acids. Part VI. The stobbe condensation of aryl cyclohexyl ketones and o-methylbenzophenone with dimethyl succinate γγ-二取代衣康酸。第六部分:芳基环己基酮和邻甲基二苯甲酮与琥珀酸二甲酯的缩合反应
Journal of The Chemical Society C: Organic Pub Date : 1971-01-01 DOI: 10.1039/J39710003332
F. G. Baddar, M. F. El-Newaihy, M. Ayoub
{"title":"γγ-Disubstituted itaconic acids. Part VI. The stobbe condensation of aryl cyclohexyl ketones and o-methylbenzophenone with dimethyl succinate","authors":"F. G. Baddar, M. F. El-Newaihy, M. Ayoub","doi":"10.1039/J39710003332","DOIUrl":"https://doi.org/10.1039/J39710003332","url":null,"abstract":"The condensation of cyclohexyl-phenyl, and cyclohexyl-p-tolyl ketones with dimethyl succinate in the presence of potassium t-butoxide, gave predominantly the trans-(Ar/CO2Me)-half esters (1) and (2), which were cyclised to naphthalene derivatives. The cis-(Ar/CO2Me)-half ester (11) which predominated in the case of p-chlorophenyl cyclohexyl ketone, was converted via the anhydride into the oxo-indenyl acid (10). o-Methylbenzophenone, when similarly condensed with dimethyl succinate, gave a mixture of cis-(Ph/CO2Me) and trans-3-methoxycarbonyl-4-phenyl-4-o-tolyl-but-3-enoic acid in which the former half ester is present in a slightly greater proportion. Their configuration was established by converting them into 1-phenylnaphthalene derivatives.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"14 1","pages":"3332-3338"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"83735913","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}
引用次数: 1
Mechanisms of hydrogenation. Part IX. Induced asymmetry in homogeneous hydrogenation at a rhodium complex by the use of optically active amide ligands 氢化机理。第九部分。利用光学活性酰胺配体在铑络合物上诱导均氢化的不对称性
Journal of The Chemical Society C: Organic Pub Date : 1971-01-01 DOI: 10.1039/J39710000844
P. Abley, F. J. Mcquillin
{"title":"Mechanisms of hydrogenation. Part IX. Induced asymmetry in homogeneous hydrogenation at a rhodium complex by the use of optically active amide ligands","authors":"P. Abley, F. J. Mcquillin","doi":"10.1039/J39710000844","DOIUrl":"https://doi.org/10.1039/J39710000844","url":null,"abstract":"Homogeneous hydrogenation of methyl trans- or cis-3-phenylbut-2-enoate at a rhodium complex in presence of a series of optically active amides yields methyl 3-phenylbutanoate showing an appreciable degree of optical activity depending on the amide. The asymmetry of the methyl 3-phenylbutanoate formed is correlated with the chirality of the amide ligand in the complex.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"53 1","pages":"844-847"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"83951558","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}
引用次数: 12
A convenient preparation of indenone 一种简便的吲哚酮制备方法
Journal of The Chemical Society C: Organic Pub Date : 1971-01-01 DOI: 10.1039/J39710000041
P. H. Lacy, D. C. Smith
{"title":"A convenient preparation of indenone","authors":"P. H. Lacy, D. C. Smith","doi":"10.1039/J39710000041","DOIUrl":"https://doi.org/10.1039/J39710000041","url":null,"abstract":"Indenone is made in two steps from indane-1,3-dione, and a by-product is characterised by conversion to s-dibenzofulvalene. Indenone undergoes acid-catalysed addition reactions, and all its six protons have magnetic resonance at higher field than expected.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"20 1","pages":"41-43"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"82755935","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}
引用次数: 4
The reactions of toluene-p-sulphonyl azide with 2,3-dimethylindole, 1,2,3-trimethylindole, tetrahydrocarbazole, and 9-methyltetrahydrocarbazole 甲苯-对磺酰基叠氮化物与2,3-二甲基吲哚、1,2,3-三甲基吲哚、四氢咔唑和9-甲基四氢咔唑的反应
Journal of The Chemical Society C: Organic Pub Date : 1971-01-01 DOI: 10.1039/J39710002479
A. S. Bailey, R. Scattergood, W. Warr
{"title":"The reactions of toluene-p-sulphonyl azide with 2,3-dimethylindole, 1,2,3-trimethylindole, tetrahydrocarbazole, and 9-methyltetrahydrocarbazole","authors":"A. S. Bailey, R. Scattergood, W. Warr","doi":"10.1039/J39710002479","DOIUrl":"https://doi.org/10.1039/J39710002479","url":null,"abstract":"Toluene-p-sulphonyl azide reacts with 2,3-dimethylindole forming a 3-p-tolylsulphonylamino-3H-indole, with 1,2,3-trimethylindole to form 1,3-dimethyl-3-p-tolylsulphonylamino-2-p-tolylsulphonyliminoindoline and 1,3-dimethyl-2-p-tolylsulphonyliminomethylindole, and with tetrahydrocarbazole to form 4a-p-tolysulphonylamino-2,3,4,4a-tetrahydro-1H-carbazole. From the reaction with 9-methyltetrahydrocarbazole five compounds were isolated: 1-methyl-3-p-tolysulphonyliminoindoline-2-spirocyclopentane, 9-methyl-1-p-tolylsulphonylamino-tetrahydrocarbazole, 5-methyl-9b-p-tolysulphonylamino-4-p-tolylsulphonylimino-2,3,3a,4,5,9b-hexahydro-1H-cyclopenta[c]quinoline, 5-methyl-4-p-tolysulphonylimino-2,3,4,5-tetrahydro-1H-cyclopenta[c]quinoline, and 1-methyl-2′-p-tolylsulphonylamino-2-p-tolyslsulphonyliminoindoline-3-spirocyclopentane.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"129 51","pages":"2479-2491"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"91402873","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}
引用次数: 5
Transition metal complexes of some compounds related to intermediates in the biosynthesis de novo of purine nucleotides 嘌呤核苷酸生物合成中与中间体有关的一些化合物的过渡金属配合物
Journal of The Chemical Society C: Organic Pub Date : 1971-01-01 DOI: 10.1039/J39710001585
L. Mulligan, G. Shaw, P. Staples
{"title":"Transition metal complexes of some compounds related to intermediates in the biosynthesis de novo of purine nucleotides","authors":"L. Mulligan, G. Shaw, P. Staples","doi":"10.1039/J39710001585","DOIUrl":"https://doi.org/10.1039/J39710001585","url":null,"abstract":"The interaction of some transition metal ions with compounds related to intermediates in the biosynthesis de novo of purine nucleotides has been examined. Crystalline complexes of copper(II) and nickel(II) with a glycineamidine ribotide (GAM) analogue have been prepared. When the GAM analogue was hydrolysed in the presence of copper(II), nickel(II), cobalt(II), or manganese(II), the normal production of substantial amounts of glycine(N-cyclohexyl)amide was not observed; the sole product was glycineamide. Analogous results were obtained with the nucleotide GAM.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"67 2","pages":"1585-1587"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"91491355","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}
引用次数: 2
Epoxides of some pyrazolylprop-2-en-1-ones and their reactions 一些吡唑基丙烷-2-烯-1的环氧化物及其反应
Journal of The Chemical Society C: Organic Pub Date : 1971-01-01 DOI: 10.1039/J39710002534
I. Finar, S. Mahmud
{"title":"Epoxides of some pyrazolylprop-2-en-1-ones and their reactions","authors":"I. Finar, S. Mahmud","doi":"10.1039/J39710002534","DOIUrl":"https://doi.org/10.1039/J39710002534","url":null,"abstract":"Pyrazolylprop-2-en-1-ones of the type R1CHCH·COR2 and R1CO·CHCHR2(R1= aryl and R2= 1-phenyl-pyrazol-4-yl) have been prepared, and their epoxidation with t-butyl hydroperoxide or alkaline hydrogen peroxide has been studied. Epoxy-ketones are produced when the vinyl group is adjacent to the aryl group but not when it is adjacent to the pyrazolyl group. t-Butyl peroxide gave the best yields of epoxy-ketone; alkaline hydrogen peroxide also caused fission at the double bond and/or rearrangement of the epoxy-ketone to an α-hydroxypropionic acid derivative. The epoxides did not undergo acid-catalysed rearrangement to give propane-1,3-diones, but gave the fission products, 4-hydroxyacetyl-1-phenylpyrazole and an aldehyde.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"33 1","pages":"2534-2536"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"91519232","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}
引用次数: 2
Cyclic organophosphorus compounds. Part XIII. Stereospecific formation of 4-substituted 1,3,2-dioxaphosph(V)orinans from bicyclic phosphorus(III) esters 环状有机磷化合物。十三。双环磷(III)酯立体定向生成4-取代1,3,2-二氧膦(V)
Journal of The Chemical Society C: Organic Pub Date : 1971-01-01 DOI: 10.1039/J39710003179
R. Edmundson, E. Mitchell
{"title":"Cyclic organophosphorus compounds. Part XIII. Stereospecific formation of 4-substituted 1,3,2-dioxaphosph(V)orinans from bicyclic phosphorus(III) esters","authors":"R. Edmundson, E. Mitchell","doi":"10.1039/J39710003179","DOIUrl":"https://doi.org/10.1039/J39710003179","url":null,"abstract":"2,7,8-Trioxa-1-phosphabicyclo[3,2,1]octane and its 4,4-dimethyl derivative have been prepared by transesterification. Both compounds undergo stereospecific ring opening when treated with benzyl or triphenylmethyl chlorides, methyl toluene-p-sulphonate, N-chloropiperidine, or N-chloromorpholine. Attempts to prepare 2,6,7-trioxa-1-phosphabicyclo[2,2,1]heptane have been unsuccessful.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"18 1","pages":"3179-3182"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"90044324","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}
引用次数: 4
Steroid conjugates. Part III. Syntheses of 19-oxygenated dehydro-epi-androsterone sulphates 类固醇轭合物。第三部分。19氧合脱氢表雄酮硫酸盐的合成
Journal of The Chemical Society C: Organic Pub Date : 1971-01-01 DOI: 10.1039/J39710000646
M. Rajagopalan, D. Smith, A. B. Turner
{"title":"Steroid conjugates. Part III. Syntheses of 19-oxygenated dehydro-epi-androsterone sulphates","authors":"M. Rajagopalan, D. Smith, A. B. Turner","doi":"10.1039/J39710000646","DOIUrl":"https://doi.org/10.1039/J39710000646","url":null,"abstract":"Routes to the sulphate salts of several 19-hydroxy- and 19-oxo-derivatives of 3β-hydroxyandrost-5-en-17-one are described. The 19-monosulphate of the 3β,19-diol was obtained by sulphation of the 3β-monoacetate, and the 3β-monosulphate was prepared by three routes. These involved protection of the 19-hydroxy-group by formation of (a) its acetate, (b) its tetrahydropyranyl ether, and (c) the bridged 6β, 19-epoxide.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"24 1","pages":"646-650"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"90189056","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}
引用次数: 4
Calciferol and its relatives. Part XIV. Total synthesis of des-AB-cholestane-8β,9α-diol 2{1β-[(1R)-1,5-dimethylhexyl]-7aβ-methyl-trans-perhydroindane-4β,5α-diol} 钙化醇及其近亲。十四。去- ab -胆甾烷-8β，9α-二醇2{1β-[(1R)-1,5-二甲基己基]-7a - β-甲基-反式过氢茚-4β，5α-二醇}的全合成
Journal of The Chemical Society C: Organic Pub Date : 1971-01-01 DOI: 10.1039/J39710002950
I. J. Bolton, R. Harrison, B. Lythgoe
{"title":"Calciferol and its relatives. Part XIV. Total synthesis of des-AB-cholestane-8β,9α-diol 2{1β-[(1R)-1,5-dimethylhexyl]-7aβ-methyl-trans-perhydroindane-4β,5α-diol}","authors":"I. J. Bolton, R. Harrison, B. Lythgoe","doi":"10.1039/J39710002950","DOIUrl":"https://doi.org/10.1039/J39710002950","url":null,"abstract":"In a new route to 1-substituted trans-3a,6,7,7a-tetrahydro-7a-methylindan-2-ones, a 1-monoester of 4-methyl-cyclohex-3-ene-1,trans-2-diol is subjected to two successive Claisen-type rearrangements to give, in a stereospecific manner, derivatives of 1-methylcyclohex-3-ene-1,trans-2-diacetic acid, which are then cyclised. Applied to the 1-benzoate (16) and methyl orthodihydrocitronellate (17), the method provides a direct synthesis of the 1,5-dimethylhexylindanone (20), and thence of the title diol (22), required for use in the total synthesis of tachysterol3 and precalciferol3.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"1 1","pages":"2950-2955"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"88952308","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}
引用次数: 7
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