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Organic Syntheses最新文献

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Synthesis of Chiral Aziridine Ligands for Asymmetric Alkylation with Alkylzincs: Diphenyl((S)-1-((S)-1-phenylethyl)aziridin-2-yl)methanol 二苯基((S)-1-((S)-1-苯乙基)叠氮吡啶-2-基)甲醇不对称烷基化手性配体的合成
IF 0.7
Organic Syntheses Pub Date : 2021-01-01 DOI: 10.15227/orgsyn.098.0446
Siyuan Sun
{"title":"Synthesis of Chiral Aziridine Ligands for Asymmetric Alkylation with Alkylzincs: Diphenyl((S)-1-((S)-1-phenylethyl)aziridin-2-yl)methanol","authors":"Siyuan Sun","doi":"10.15227/orgsyn.098.0446","DOIUrl":"https://doi.org/10.15227/orgsyn.098.0446","url":null,"abstract":"","PeriodicalId":19576,"journal":{"name":"Organic Syntheses","volume":null,"pages":null},"PeriodicalIF":0.7,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"67340853","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: 0
Large-Scale Preparation of Oppolzer’s Glycylsultam Oppolzer型甘磺坦的大规模制备
IF 0.7
Organic Syntheses Pub Date : 2021-01-01 DOI: 10.15227/orgsyn.098.0463
Upendra Rathnayake
{"title":"Large-Scale Preparation of Oppolzer’s Glycylsultam","authors":"Upendra Rathnayake","doi":"10.15227/orgsyn.098.0463","DOIUrl":"https://doi.org/10.15227/orgsyn.098.0463","url":null,"abstract":"","PeriodicalId":19576,"journal":{"name":"Organic Syntheses","volume":null,"pages":null},"PeriodicalIF":0.7,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"67341021","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: 0
Cu-catalyzed Allylic Perfluoroalkylation of Alkenes Using Perfluoro Acid Anhydrides: Preparation of N-(5,5,5-Trifluoro-2-penten-1-yl)phthalimide 用全氟酸酐催化烯丙基全氟烷基化:N-(5,5,5-三氟-2-戊烯-1-基)邻苯二胺的制备
IF 0.7
Organic Syntheses Pub Date : 2021-01-01 DOI: 10.15227/ORGSYN.098.0084
Yuma Aoki
{"title":"Cu-catalyzed Allylic Perfluoroalkylation of Alkenes Using Perfluoro Acid Anhydrides: Preparation of N-(5,5,5-Trifluoro-2-penten-1-yl)phthalimide","authors":"Yuma Aoki","doi":"10.15227/ORGSYN.098.0084","DOIUrl":"https://doi.org/10.15227/ORGSYN.098.0084","url":null,"abstract":"","PeriodicalId":19576,"journal":{"name":"Organic Syntheses","volume":null,"pages":null},"PeriodicalIF":0.7,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"67340132","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: 3
C2 Amination of Pyridine with Primary Amines Mediated by Sodium Hydride in the Presence of Lithium Iodide 在碘化锂存在下氢化钠介导吡啶与伯胺的C2胺化反应
IF 0.7
Organic Syntheses Pub Date : 2021-01-01 DOI: 10.15227/ORGSYN.098.0363
J. Pang
{"title":"C2 Amination of Pyridine with Primary Amines Mediated by Sodium Hydride in the Presence of Lithium Iodide","authors":"J. Pang","doi":"10.15227/ORGSYN.098.0363","DOIUrl":"https://doi.org/10.15227/ORGSYN.098.0363","url":null,"abstract":"N-Butylpyridin-2-amine (3). An oven-dried, 250 mL three-necked roundbottomed flask fitted with a 25 x 15 mm Teflon-coated oval magnetic stir bar, a thermometer, rubber septum and a Liebig reflux condenser, is connected to a Schlenk line (Note 2). Sodium hydride (NaH) (3.00 g, 75.0 mmol, 3.0 equiv) (Note 3) is charged to the reaction vessel, after which it is evacuated and backfilled with argon three times. Anhydrous THF (Note 4) (35 mL) is added via a syringe. The reaction flask is suspended in a 22 °C water bath, and lithium iodide (LiI) (6.69 g, 50.0 mmol, 2.0 equiv) (Note 5) is introduced through the top of the reflux condenser, after which the Ar line is reintroduced with an out needle in place for 5 min to exchange the atmosphere. The addition of LiI to the reaction mixture resulted in an exotherm which causes the internal temperature to rise to 35 °C. The reaction mixture is allowed to cool to 25 °C under Ar atmosphere while stirring (Note 6), at which time n-butylamine (2) (5.00 mL, 50.6 mmol, 2.0 equiv) (Note 7) is added to the grey suspension in one portion using a syringe. Pyridine (1) (1.985 g, 25.1 mmol, 1.0 equiv) (Note 8) is weighed into a dry N + H2N 2 (2 equiv) NaH (3 equiv) LiI (2 equiv)","PeriodicalId":19576,"journal":{"name":"Organic Syntheses","volume":null,"pages":null},"PeriodicalIF":0.7,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"67340581","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: 0
Preparation of Hindered Aniline CyanH and Application in the Allyl-Ni-Catalyzed α,β-Dehydrogenation of Carbonyls 受阻苯胺氰的制备及其在烯丙基镍催化羰基α，β-脱氢反应中的应用
IF 0.7
Organic Syntheses Pub Date : 2021-01-01 DOI: 10.15227/ORGSYN.098.0263
Alexandra K. Bodnar
{"title":"Preparation of Hindered Aniline CyanH and Application in the Allyl-Ni-Catalyzed α,β-Dehydrogenation of Carbonyls","authors":"Alexandra K. Bodnar","doi":"10.15227/ORGSYN.098.0263","DOIUrl":"https://doi.org/10.15227/ORGSYN.098.0263","url":null,"abstract":"","PeriodicalId":19576,"journal":{"name":"Organic Syntheses","volume":null,"pages":null},"PeriodicalIF":0.7,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"67340615","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: 0
Enantioselective Michael-Proton Transfer-Lactamization for Pyroglutamic Acid Derivatives: Synthesis of Dimethyl-(S,E)-5-oxo-3-styryl-1-tosylpyrrolidine-2,2-dicarboxylate. 焦谷氨酸衍生物的对映选择性迈克尔质子转移内酰胺化:二甲基-(S,E)-5-氧-3-苯乙烯-1-酰基吡咯烷-2,2-二羧酸酯的合成。
IF 0.7
Organic Syntheses Pub Date : 2021-01-01 DOI: 10.15227/orgsyn.098.0194
Christian M Chaheine, Conner J Song, Paul T Gladen, Daniel Romo
{"title":"Enantioselective Michael-Proton Transfer-Lactamization for Pyroglutamic Acid Derivatives: Synthesis of Dimethyl-(<i>S,E</i>)-5-oxo-3-styryl-1-tosylpyrrolidine-2,2-dicarboxylate.","authors":"Christian M Chaheine,&nbsp;Conner J Song,&nbsp;Paul T Gladen,&nbsp;Daniel Romo","doi":"10.15227/orgsyn.098.0194","DOIUrl":"https://doi.org/10.15227/orgsyn.098.0194","url":null,"abstract":"A. Dimethyl 2-amino((4-methylphenyl)sulfonamido)malonate (2). To a single-necked, 500 mL round-bottomed flask containing a football-shaped, teflon-coated stir bar (5 cm) and fitted with a 24/40 glass, threaded gas-inlet adapter with a silicone/PTFE septa (Figure 1A) (Note 2), in-turn connected via chemically resistant tubing to a vacuum/nitrogen manifold is added commercially available dimethyl aminomalonate hydrochloride (1, 12.5 g, MeO2C CO2Me NH2 •HCl Ts2O, NEt3 THF, 0 to 23 °C MeO2C CO2Me NHTs","PeriodicalId":19576,"journal":{"name":"Organic Syntheses","volume":null,"pages":null},"PeriodicalIF":0.7,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9463714/pdf/nihms-1832364.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"33459234","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synthesis of Tetraaryl-, Pentaaryl-, and Hexaaryl-1,4-dihydropyrrolo[3,2-b]pyrroles 四芳基、五芳基和六芳基-1,4-二氢吡咯并[3,2-b]吡咯的合成
IF 0.7
Organic Syntheses Pub Date : 2021-01-01 DOI: 10.15227/orgsyn.098.0242
Maciej Krzeszewski
{"title":"Synthesis of Tetraaryl-, Pentaaryl-, and Hexaaryl-1,4-dihydropyrrolo[3,2-b]pyrroles","authors":"Maciej Krzeszewski","doi":"10.15227/orgsyn.098.0242","DOIUrl":"https://doi.org/10.15227/orgsyn.098.0242","url":null,"abstract":"","PeriodicalId":19576,"journal":{"name":"Organic Syntheses","volume":null,"pages":null},"PeriodicalIF":0.7,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"67339954","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
Palladium-Catalyzed Acetylation of Arylbromides 钯催化芳基溴的乙酰化反应
IF 0.7
Organic Syntheses Pub Date : 2021-01-01 DOI: 10.15227/ORGSYN.098.0068
Milauni M Mehta
{"title":"Palladium-Catalyzed Acetylation of Arylbromides","authors":"Milauni M Mehta","doi":"10.15227/ORGSYN.098.0068","DOIUrl":"https://doi.org/10.15227/ORGSYN.098.0068","url":null,"abstract":"6-Acetylbenzothiophene (1). A single-necked (24/40 joint) 250 mL roundbottomed flask is equipped with a Teflon-coated magnetic stir bar (4.0 x 1.5 cm, football-shaped). The apparatus is flame-dried under vacuum, then cooled to 23 oC under an atmosphere of argon (Note 2). The flask is charged sequentially with 6-bromobenzothiophene (8.00 g, 37.5 mmol, 1 equiv) (Note 3), cesium fluoride (22.8 g, 150 mmol, 4 equiv) (Note 4), and tetrakis(triphenylphosphine)palladium(0) (2.17 g, 1.88 mmol, 0.05 equiv) (Note 4) through the neck of the flask in singular portions. The neck of the flask is then fit with a rubber septum. An argon inlet needle and a purge needle are placed in the rubber septum, and the flask is purged for 5 min (Figure 1A). After 5 min, the vent needle is removed, and acetyltrimethylsilane (10.8 mL, 75 mmol, 2 equiv) (Note 5) is added in one portion over 1 min via a plastic syringe fit with an 18 G x 1.5’’ needle. 1,2-Dichloroethane (38 mL, 1 M) (Note 6) is then added to the flask via a plastic syringe fit with an 18 G x 6’’ needle in a single portion over 1 min (Figure 1B). The rubber septum is quickly removed and replaced with a Pd(PPh3)4 (5.0 mol%) CsF","PeriodicalId":19576,"journal":{"name":"Organic Syntheses","volume":null,"pages":null},"PeriodicalIF":0.7,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"67340078","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: 0
Synthesis of the Isocyanide Building Block Asmic, anisylsulfanylmethylisocyanide 异氰化物组成部分Asmic，茴香基磺胺基甲基异氰化物的合成
IF 0.7
Organic Syntheses Pub Date : 2021-01-01 DOI: 10.15227/ORGSYN.098.0147
E. Alwedi
{"title":"Synthesis of the Isocyanide Building Block Asmic, anisylsulfanylmethylisocyanide","authors":"E. Alwedi","doi":"10.15227/ORGSYN.098.0147","DOIUrl":"https://doi.org/10.15227/ORGSYN.098.0147","url":null,"abstract":"","PeriodicalId":19576,"journal":{"name":"Organic Syntheses","volume":null,"pages":null},"PeriodicalIF":0.7,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"67340321","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
Mild mono-Acylation of 4,5-Diiodoimidazole: Preparation of 1-(5-Iodo-1H-imidazole-4-yl)pent-4-en-1-one 4,5-二碘咪唑的轻度单酰化:1-(5-碘- 1h -咪唑-4-基)戊-4-烯-1- 1的制备
IF 0.7
Organic Syntheses Pub Date : 2021-01-01 DOI: 10.15227/orgsyn.098.0171
M. Morgen
{"title":"Mild mono-Acylation of 4,5-Diiodoimidazole: Preparation of 1-(5-Iodo-1H-imidazole-4-yl)pent-4-en-1-one","authors":"M. Morgen","doi":"10.15227/orgsyn.098.0171","DOIUrl":"https://doi.org/10.15227/orgsyn.098.0171","url":null,"abstract":"","PeriodicalId":19576,"journal":{"name":"Organic Syntheses","volume":null,"pages":null},"PeriodicalIF":0.7,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"67340356","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
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