{"title":"Preparation of (Bis)Cationic Nitrogen-Ligated I(III) Reagents: Synthesis of [(pyridine)<sub>2</sub>IPh](OTf)<sub>2</sub> and [(4-CF<sub>3</sub>-pyridine)<sub>2</sub>IPh](OTf)<sub>2</sub>.","authors":"Bilal Hoblos, Sarah E Wengryniuk","doi":"10.15227/orgsyn.098.0391","DOIUrl":"https://doi.org/10.15227/orgsyn.098.0391","url":null,"abstract":"","PeriodicalId":520734,"journal":{"name":"Organic syntheses; an annual publication of satisfactory methods for the preparation of organic chemicals","volume":" ","pages":"391-406"},"PeriodicalIF":0.7,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9359904/pdf/nihms-1828069.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"40600963","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}
{"title":"Synthesis of Chiral Bisoxazoline Ligands: (3a<i>R</i>,3a'<i>R</i>,8a<i>S</i>,8a'<i>S</i>)-2,2'-(cyclopropane-1,1-diyl)bis(3a,8adihydro-8<i>H</i>-indeno[1,2-<i>d</i>]oxazole).","authors":"Julie L Hofstra, Travis J DeLano, Sarah E Reisman","doi":"10.15227/orgsyn.097.0172","DOIUrl":"https://doi.org/10.15227/orgsyn.097.0172","url":null,"abstract":"An oven-dried 2-L three-necked, round-bottomed flask equipped with a 6.5 cm × 2.0 cm Teflon-coated elliptical stir bar is fitted with a thermometer, a reflux condenser and a rubber septum. The system is connected to a continuous nitrogen flow and then charged with (1R,2S)-(+)-cis-1-amino-2-indanol (1, 22.2 g, 149 mmol, 2.1 equiv), diethyl malonimidate dihydrochloride (2, 16.4 g, 71 mmol, 1 equiv), and 1 L of dichloromethane (Note 2). The system is heated to 45 °C (internal temperature 43 °C) under an atmosphere of nitrogen in an oil bath for 18 h, stirring at 600 rpm. Reaction progress is monitored by 1H NMR (Note 3) (Figure 1).","PeriodicalId":520734,"journal":{"name":"Organic syntheses; an annual publication of satisfactory methods for the preparation of organic chemicals","volume":" ","pages":"172-188"},"PeriodicalIF":0.7,"publicationDate":"2020-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8294164/pdf/nihms-1625611.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"39211319","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}
{"title":"Nickel-Catalyzed Arylboration of Cyclopentene.","authors":"Stephen R Sardini, M Kevin Brown","doi":"10.15227/orgsyn.097.0355","DOIUrl":"https://doi.org/10.15227/orgsyn.097.0355","url":null,"abstract":"A 500-mL, three-necked, round-bottom flask (24/40 ground glass joint, Flask A) is equipped with a 4.5 x 1.75-cm magnetic stir bar (Teflon-coated, egg-shaped), a rubber septum, a glass stopper, and a vacuum adapter with a stopcock (in the open position; connected to a dual manifold with bubbler). Flask A is evacuated (0.3 mmHg), flame-dried, and allowed to cool to room temperature under vacuum (Figure 1). The flask is then backfilled with a nitrogen atmosphere.","PeriodicalId":520734,"journal":{"name":"Organic syntheses; an annual publication of satisfactory methods for the preparation of organic chemicals","volume":" ","pages":"355-367"},"PeriodicalIF":0.7,"publicationDate":"2020-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7824973/pdf/nihms-1660217.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"38854465","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}
Robert A Craig, Russell C Smith, Beau P Pritchett, Benzi I Estipona, Brian M Stoltz
{"title":"Preparation of 1,5-Dioxaspiro[5.5]undecan-3-one.","authors":"Robert A Craig, Russell C Smith, Beau P Pritchett, Benzi I Estipona, Brian M Stoltz","doi":"10.15227/orgsyn.093.0210","DOIUrl":"https://doi.org/10.15227/orgsyn.093.0210","url":null,"abstract":"A. 3-Amino-3-(hydroxymethyl)-1,5-dioxaspiro[5.5]undecane. A 1-L single-necked, round-bottomed flask is equipped with an egg-shaped, Teflon®-coated magnetic stirring bar (3.5 cm x 1.5 cm), capped with a rubber septum, flame-dried under vacuum, and cooled under an argon atmosphere (Note 1). After cooling to ambient temperature (21-23 °C), to the flask is added anhydrous N,N-dimethylformamide (DMF, 365 mL, 0.78 M) via cannula. Subsequently, tris(hydroxymethyl)aminomethane hydrochloride (45.0 g, 286 mmol, 1.00 equiv) (Note 2 and 3) is added in a single portion as white crystalline solid. The reaction vessel is immediately resealed with a rubber septum under inert atmosphere and stirring is commenced (Figure 1). To this white suspension is added 1,1-dimethoxycyclohexane (50.0 mL, 47.4 g, 329 mmol, 1.15 equiv) via syringe in one portion (Note 4). Lastly, to the off-white slurry is added para-toluenesulfonic acid monohydrate (p-TsOH•H2O, 1.63 g, 8.57 mmol, 0.03 equiv) as a solid in one portion quickly, immediately replacing the rubber septum to maintain an inert atmosphere.","PeriodicalId":520734,"journal":{"name":"Organic syntheses; an annual publication of satisfactory methods for the preparation of organic chemicals","volume":" ","pages":"210-227"},"PeriodicalIF":0.7,"publicationDate":"2016-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5514842/pdf/nihms876028.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"35187592","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}
{"title":"A Practical Synthesis of Isocyanates from Isonitriles: Ethyl 2-Isocyanatoacetate.","authors":"Hoang V Le, Bruce Ganem","doi":"10.15227/orgsyn.089.0404","DOIUrl":"https://doi.org/10.15227/orgsyn.089.0404","url":null,"abstract":"","PeriodicalId":520734,"journal":{"name":"Organic syntheses; an annual publication of satisfactory methods for the preparation of organic chemicals","volume":" ","pages":"404-408"},"PeriodicalIF":0.7,"publicationDate":"2012-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9245856/pdf/nihms-1814299.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"40467340","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}
{"title":"SYNTHESIS OF CHIRAL PYRIDINE BIS(OXAZOLINE) LIGANDS FOR NICKEL-CATALYZED ASYMMETRIC NEGISHI CROSS-COUPLINGS OF SECONDARY ALLYLIC CHLORIDES WITH ALKYLZINCS: 2,6-BIS[(4S)-4,5-DIHYDRO-4-(2-PHENYLETHYL)-2-OXAZOLYL]-PYRIDINE.","authors":"Sha Lou, Gregory C Fu","doi":"","DOIUrl":"","url":null,"abstract":"<p><p>[Pyridine, 2,6-bis[(4R)-4,5-dihydro-4-(2-phenylethyl)-2-oxazolyl]-].</p>","PeriodicalId":520734,"journal":{"name":"Organic syntheses; an annual publication of satisfactory methods for the preparation of organic chemicals","volume":" ","pages":"310-316"},"PeriodicalIF":0.0,"publicationDate":"2010-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3100209/pdf/nihms-257797.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"40111069","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}
Abdellatif Chouai, Vincent J Venditto, Eric E Simanek, Ruth E McDermott, John A Ragan
{"title":"SYNTHESIS OF 2-[3,3'-DI-(TERT-BUTOXYCARBONYL)-AMINODIPROPYLAMINE]-4,6,-DICHLORO-1,3,5-TRIAZINE AS A MONOMER AND 1,3,5-[TRIS-PIPERAZINE]-TRIAZINE AS A CORE FOR THE LARGE SCALE SYNTHESIS OF MELAMINE (TRIAZINE) DENDRIMERS.","authors":"Abdellatif Chouai, Vincent J Venditto, Eric E Simanek, Ruth E McDermott, John A Ragan","doi":"","DOIUrl":"","url":null,"abstract":"","PeriodicalId":520734,"journal":{"name":"Organic syntheses; an annual publication of satisfactory methods for the preparation of organic chemicals","volume":" ","pages":"141-150"},"PeriodicalIF":0.0,"publicationDate":"2009-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2750910/pdf/nihms116944.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"40038555","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}