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Journal of The Chemical Society C: Organic最新文献

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Substituent interactions in slow-inverting aziridines 慢反转叠氮的取代基相互作用
Journal of The Chemical Society C: Organic Pub Date : 1971-01-01 DOI: 10.1039/J39710000624
D. Anderson, D. Horwell, R. S. Atkinson
{"title":"Substituent interactions in slow-inverting aziridines","authors":"D. Anderson, D. Horwell, R. S. Atkinson","doi":"10.1039/J39710000624","DOIUrl":"https://doi.org/10.1039/J39710000624","url":null,"abstract":"Series of aziridine esters bearing 2,3-dihydro-2-oxobenzoxazol-3-yl (II), phthalimido (III), 3,4-dihydro-2 methyl-4-oxoquinazolin-3-yl (IV), and 1,2-dihydro-2-oxoquinolin-1-yl (V) groups as N-substituents have been synthesised. All these aziridines show slow inversion on the n.m.r. time scale at room temperature and an explanation is offered for an unexpected change in the invertomer ratio as the size of the ester alkyl group is increased. The invertomer ratios of 3-(2-methyl-2-vinylaziridin-1-yl) benzoxazol-2-(3H)-one and 3-(trans-2-methyl-3-vinylaziridin-1-yl) benzoxazol-2-(3H)-one are compared.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"10 1","pages":"624-628"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"78417451","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
The reaction of 3-hydroxy-2-naphthanilide with chloro-s-triazines 3-羟基-2-萘酰胺与氯-s-三嗪的反应
Journal of The Chemical Society C: Organic Pub Date : 1971-01-01 DOI: 10.1039/J39710001167
R. Budziarek, P. Hampson
{"title":"The reaction of 3-hydroxy-2-naphthanilide with chloro-s-triazines","authors":"R. Budziarek, P. Hampson","doi":"10.1039/J39710001167","DOIUrl":"https://doi.org/10.1039/J39710001167","url":null,"abstract":"N.m.r., i.r. data, and chemical behaviour support the view that ionised 3-hydroxy-2-naphthanilide reacts with cyanuric chloride and with dichloro-s-triazines to form initially the O-s-triazinyl derivatives (3). These hydrolyse in acid to 3-hydroxy-2-naphthanilide; in the presence of alkali, however, O→N rearrangement of the s-triazine occurs to give the N-s-triazinyl derivatives (5) which hydrolyse to 3-hydroxy-2-naphthoic acid.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"10 1","pages":"1167-1170"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"72620245","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
The constitution of the aromatic diterpene cleistanthol 芳香族二萜氯斯坦醇的构成
Journal of The Chemical Society C: Organic Pub Date : 1971-01-01 DOI: 10.1039/J39710000904
E. J. Mcgarry, K. Pegel, L. Phillips, E. S. Waight
{"title":"The constitution of the aromatic diterpene cleistanthol","authors":"E. J. Mcgarry, K. Pegel, L. Phillips, E. S. Waight","doi":"10.1039/J39710000904","DOIUrl":"https://doi.org/10.1039/J39710000904","url":null,"abstract":"Detailed evidence for the structure (Ia) of the aromatic diterpene cleistanthol, C20H28O3, obtained from heartwood of Cleistanthus schlechteri var. schlechteri, is presented.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"253 1","pages":"904-909"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"72674529","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: 10
Reactions of phosphines with acetylenes. Part XIV. Isomeric 1 : 2 adducts from triarylphosphines and dimethyl acetylenedicarboxylate. A cyclopentenylidenephosphorane 膦与乙炔的反应。十四。同分异构体:由三芳基膦和二甲基乙酰二羧酸酯合成的2加合物。一个cyclopentenylidenephosphorane
Journal of The Chemical Society C: Organic Pub Date : 1971-01-01 DOI: 10.1039/J39710001620
N. Waite, J. Tebby, R. Ward, M. Shaw, Dudley H. Williams
{"title":"Reactions of phosphines with acetylenes. Part XIV. Isomeric 1 : 2 adducts from triarylphosphines and dimethyl acetylenedicarboxylate. A cyclopentenylidenephosphorane","authors":"N. Waite, J. Tebby, R. Ward, M. Shaw, Dudley H. Williams","doi":"10.1039/J39710001620","DOIUrl":"https://doi.org/10.1039/J39710001620","url":null,"abstract":"The reaction of triphenylphosphine and an excess of dimethyl acetylenedicarboxylate gives in addition to the 2H-phosph(V)ole (1), a second product—the cyclopentenylidenephosphorane (2). Reduction of (2) to the dihydro-compound (7) followed by base-catalysed elimination of methanol, gives the cyclopentadienylidenephosphorane (8). The i.r., u.v., n.m.r., and mass spectra of these compounds are discussed.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"10 1","pages":"1620-1622"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"77693568","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: 9
Chemical modification of trehalose. Part V. The synthesis of mono- and di-epoxides 海藻糖的化学改性。第五部分:单环氧化物和二环氧化物的合成
Journal of The Chemical Society C: Organic Pub Date : 1971-01-01 DOI: 10.1039/J39710001090
L. Hough, P. Munroe, A. C. Richardson
{"title":"Chemical modification of trehalose. Part V. The synthesis of mono- and di-epoxides","authors":"L. Hough, P. Munroe, A. C. Richardson","doi":"10.1039/J39710001090","DOIUrl":"https://doi.org/10.1039/J39710001090","url":null,"abstract":"The 4,6:4′,6′-dibenzylidene acetal of α,α-trehalose has been converted into the three possible 2,3:2′,3′-diepoxides: the symmetrical allo, allo- and manno, manno-isomers, and the non-symmetrical allo, manno-isomer. These di-epoxides were prepared, respectively, by the action of sodium ethoxide on the 2,3,2′,3′-tetramesylate, the 2,2′-ditosylate, and the 2,3,2′-tritosylate of the dibenzylidene acetal, the latter two esters being prepared by selective tosylation.Selective monotosylation of the dibenzylidene acetal afforded the 2-monotosylate in moderate yield, which was converted into the monoepoxide, namely 2,3-anhydro-4,6-O-benzylidene-α-D-mannopyranosyl 4,6-O-benzylidene-α-D-glucopyranoside by the action of base. The action of base on the dimesylate ester of the monoepoxide gave the non-symmetrical manno, allo-diepoxide.Extensive use was made of H n.m.r. spectroscopy for the structural elucidation of these products.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"33 1","pages":"1090-1094"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"80271394","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
Structures of the sulphones formed in the oxidation of the products of thiol addition to chloronorbornadienes and related compounds 硫醇加成至氯丁二烯及相关化合物的产物氧化形成的硫酮的结构
Journal of The Chemical Society C: Organic Pub Date : 1971-01-01 DOI: 10.1039/J39710000446
D. I. Davies, P. Rowley
{"title":"Structures of the sulphones formed in the oxidation of the products of thiol addition to chloronorbornadienes and related compounds","authors":"D. I. Davies, P. Rowley","doi":"10.1039/J39710000446","DOIUrl":"https://doi.org/10.1039/J39710000446","url":null,"abstract":"The sulphides formed by the respective additions of ethanethiol and benzenethiol to some chloronobornadienes are converted into the corresponding sulphones without change in stereochemistry. The only exceptions are the oxidation, with hydrogen peroxide in acetic acid, of 1,4,5,6,7,7-hexachloronorborn-5-en-2-endo-yl phenyl sulphide to afford the 2-exo phenyl sulphone, and of 1,2,3,5-endo,6,6-hexachloronoborn-2-en-7-syn-yl phenyl sulphide to give an epimeric mixture of the corresponding 7-syn and 7-anti phenyl sulphones. Product sulphones have been treated with potassium t-butoxide in t-butyl alcohol in an effort to effect epimerisation, and to provide evidence about the thermodynamic stability of individual sulphones. It is probable that in the presence of potassium t-butoxide in t-butyl alcohol, many of the derived carbanions have complete configurational stability, and hence the sulphones are not epimerised.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"142 1","pages":"446-451"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"80385303","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
1,3-Dipolar character of six-membered aromatic rings. Part II. A novel route to tropones and tropolones 六元芳环的1,3-偶极性质。第二部分。一条通向tropone和tropolone的新途径
Journal of The Chemical Society C: Organic Pub Date : 1971-01-01 DOI: 10.1039/J39710000878
A. Katritzky, Y. Takeuchi
{"title":"1,3-Dipolar character of six-membered aromatic rings. Part II. A novel route to tropones and tropolones","authors":"A. Katritzky, Y. Takeuchi","doi":"10.1039/J39710000878","DOIUrl":"https://doi.org/10.1039/J39710000878","url":null,"abstract":"Available 8-azabicyclo[3,2,1]oct-3-en-2-ones form methiodides which undergo base-catalysed elimination to form 2-aminotropones and the corresponding tropolones.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"115 1","pages":"878-880"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"79032819","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
Photochemical synthesis at low temperatures. Part III. Ready synthesis of bicyclo[4,2,0]octan-2-ones from cyclohexenones and ethylene 低温光化学合成。第三部分。环己酮与乙烯直接合成双[4,2,0]辛烷-2-酮
Journal of The Chemical Society C: Organic Pub Date : 1971-01-01 DOI: 10.1039/J39710003445
D. C. Owsley, J. Bloomfield
{"title":"Photochemical synthesis at low temperatures. Part III. Ready synthesis of bicyclo[4,2,0]octan-2-ones from cyclohexenones and ethylene","authors":"D. C. Owsley, J. Bloomfield","doi":"10.1039/J39710003445","DOIUrl":"https://doi.org/10.1039/J39710003445","url":null,"abstract":"The photochemical [2 + 2] cycloadditions of ethylene to cyclohex-2-en-1-one and 3,5,5-trimethylcyclohex-2-en-1-one at –70° in dichloromethane produce the corresponding bicyclo[4,2,0]octan-2-one derivatives in 90 and 85% yields, respectively, in one step and in preparatively useful amounts. Under the same conditions, or in acetone as solvent at –70°, acetylene does not undergo a [2 + 2] cycloaddition with either ketone.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"8 1","pages":"3445-3447"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"81537411","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: 8
The structures and thermal rearrangements of alkylated palladium and copper corroles 烷基化钯和铜催化剂的结构和热重排
Journal of The Chemical Society C: Organic Pub Date : 1971-01-01 DOI: 10.1039/J39710002287
R. Grigg, A. Johnson, G. Shelton
{"title":"The structures and thermal rearrangements of alkylated palladium and copper corroles","authors":"R. Grigg, A. Johnson, G. Shelton","doi":"10.1039/J39710002287","DOIUrl":"https://doi.org/10.1039/J39710002287","url":null,"abstract":"The kinetically controlled alkylation of palladium corrole ambident anions occurs both at the nitrogen atom (N-21) of ring A and at a peripheral carbon atom (C-3). Variation in solvent, from dipolar aprotic to strongly hydrogenbonding, allowed some control of the C:N alkylation product ratio. The palladium 2,3,7,8,12,13,17,18,21-nonaalkylcorroles underwent thermal isomerisation to the palladium 2,3,3,7,8,12,13,17,18-nona-alkylcorroles. Alkylation of copper corrole ambident anions occurs only at N-21 and the resulting copper 2,3,7,8,12,13,17,18,21-nonaalkylcorroles do not undergo thermal rearrangement; instead, thermal cleavage of the N-alkyl linkage occurs to give the parent copper corroles.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"70 1","pages":"2287-2294"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"81845719","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: 13
1,2,3-Benzothiadiazoles. Part V. The rearrangement of diazonium salts derived from 7-aminobenzisothiazoles 1、2、3-Benzothiadiazoles。第五部分:7-氨基苯并异噻唑类重氮盐的重排
Journal of The Chemical Society C: Organic Pub Date : 1971-01-01 DOI: 10.1039/J39710003994
E. Haddock, P. Kirby, A. Johnson
{"title":"1,2,3-Benzothiadiazoles. Part V. The rearrangement of diazonium salts derived from 7-aminobenzisothiazoles","authors":"E. Haddock, P. Kirby, A. Johnson","doi":"10.1039/J39710003994","DOIUrl":"https://doi.org/10.1039/J39710003994","url":null,"abstract":"The rearrangement of benzisothiazole-7-diazonium salts to 7-acylbenzothiadiazoles is favoured over the standard reactions involving elimination of nitrogen by the presence of certain metal salts; the extent of these two competing reactions is governed by the oxidation potential of the metal.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"20 1","pages":"3994-3999"},"PeriodicalIF":0.0,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"84338453","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: 11
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