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1.
1-(Benzotriazol-1-yl) unsymmetrical diorganyl selenides and tellurides were synthesized via replacement of chlorine atom in 1-(benzotriazo-l-yl)-l-chloromethane with selenolate and tellurolate anions promoted by SmI2. 相似文献
2.
Martín Soto Dr. Raquel G. Soengas Prof. Artur M. S. Silva Prof. Vicente Gotor-Fernández Prof. Humberto Rodríguez-Solla 《Chemistry (Weinheim an der Bergstrasse, Germany)》2019,25(57):13104-13108
In this work, the first example of a radical stereodivergent reaction directed towards the stereoselective synthesis of both (R*,R*)- and (R*,S*)-2,2′-biflavanones promoted by samarium diiodide is reported. Control experiments showed that the selectivity of this reaction was exclusively controlled by the temperature. It was possible to generate a variety of 2,2′-biflavanones bearing different substitution patterns at the aromatic ring in good-to-quantitative yields, being both stereoisomers of the desired compounds obtained with total or high control of selectivity. A mechanism that explains both the generation of the corresponding 2,2′-biflavanones and the selectivity is also discussed. The structure and stereochemistry determination of each isomer was unequivocally elucidated by single-crystal X-ray diffraction experiments. 相似文献
3.
Heung Soo Baek Byung Woo Yoo Sam Rok Keum Cheol Min Yoon Sung Hoon Kim Joong Hyup Kim 《合成通讯》2013,43(1):31-38
α-Haloketones reacted with acyl cyanides to form 1,3-diketones in the presence of samarium diiodide. The reaction was assumed to proceed via a mechanism involving samarium enolates formed in situ from α-haloketones. 相似文献
4.
Samarium (II) iodide has been successfully utilized as a strong one-electron transfer reducing agent for the cyclodimerization of α, β-unsaturated ketones. The absence of any alcohol as proton source is essential. The reaction is regioselective over the competitive carbon-carbon double bond reduction and stereocontrolled. The configuration of the cyclodimerization products, has been confirmed by X-ray analysis. 相似文献
5.
Benzotriazolemethodologyhasalreadycomealongway,butinthelastdecadebenzotriazoleisanexcellentsyntheticauxiliaryinmanyusefulsynthetictransformationsl-5.Becausebenzotriazolateanionisagoodleavinggroup,itmaybeusedinplaceofahalogeninmanyreactions.Theuseofbenzotriazoleasasyntheticauxiliaryhasanumberofsignificantadvantages.Forexample,itisreadilyavailableandquitecheap;itisacidicwithapKaofabout8,whichenableseasyseparationandrecovery.Manytypesofcompoundshavebeensynthesizedviabenzotriazoleauxifiary>.Samar… 相似文献
6.
SinceintroducedbyKaganandhisgroups',Sml,hasbeenextensivelyinvestigatedasamild,neutral,selectiveandversatilesingIeelectrontransferreductantinsyntheticchemistry=.Suchas,Barbierreactions,Reformatskyreactions,pinacolcouplingandketone-oIefinreductivehavebeenreportedusingSmI,asreagent.Thereactivitiesofvariousnitrogenfunctionalgroups(imine,oxime,nitro,azo,cyano)towardsSmI,havealsobeenexamined.Recently,ourgrouphasreportedtheintermolecularreductivecouplingofnitrogroupswithcyanogroupsinducedbySml='.… 相似文献
7.
α -Amino unsymmetrical diorganyl selenides are synthesized through nucleophilic substitution of a benzotriazolate anion by selenolates promoted by samarium diiodide. 相似文献
8.
Promoted by SmI3, α-haloketones were reacted with acid chlorides or acid anhydrides and β-diketones were synthesized via intermediate samarium enolates. 相似文献
9.
Theuseofsamariumdiiodideasastrongone-electrontransferreducingandcouplingreagentinorganicsynthesishasgainedincreasingpopularity,especiallyinthepasttenyears1OurpreviousworkonsomedeoxygenationandsomereductivecleavageofSe-SeorTe-TebondwithSmI2wasrepel'te... 相似文献
10.
Abstract Vinyl sulfides are useful synthetic intermediates1 which have received increasing attention recently both as masked carbonyl moieties2 and in carbon-carbon bond forming reactions.3 With regard to the latter, vinyl sulfide derivatives which are substituted in the α-position with halogen, tin, selenium, etc., are particularly useful due to the ready formation of anions upon treatment with a variety of organometallic reagents.3 d ? 1 We report here that synthetically useful halovinyl sulfides can be produced in high yield by the eliminative deoxygenation of the corresponding α-halosulfoxides induced by electrophilic silicon reagents. 相似文献
11.
Xiao Yuan CHEN Wei Hui ZHONG Yong Min ZHANG* Department of Chemistry Zhejiang University at Xixi Campus Hangzhou Laboratory of Organometallic Chemistry Chinese Academy of Sciences Shanghai Department of Chemistry Hunan Jisho 《中国化学快报》2001,(1)
Applications of samarium diiodide as a mild, neutral, selective and versatile single-electron transfer reducing and coupling reagent in organic synthesis have grown significantly in the last decade1. It is well known that both nitro compounds2a and azide compounds2b can be easily reduced by SmI2 to the corresponding amines. Little attention has been given to the intermediates derived from nitro or azide groups by treatment of SmI2, which may lead to reactions difficult to accomplish by other … 相似文献
12.
The ethyl analog of the above compound has been reported before by severalgroupsg- I 1. For example Komatsu and coworkers synthesized C60(H)(CHZCOOEt) by aReformatsky-type of reaction, treating ethyl bromoacetate and zinc with C60 in avibrating mill without any solventg. Besides the main product C60(H)(CHZCOOEt),three other byproducts were also isolated including a l,4-dihydrofullerene derivativeC60(CHZCOOEt)2. The spectroscopic data of the present product confirm its structure asd… 相似文献
13.
Xiao Liang XU Wei Min ZHU Yong Min ZHANG 《中国化学快报》2005,16(12):1566-1568
1-(β-Hydroxyalkyl)-l,3,4-oxadiazole derivatives were synthesized via reductive addition reactions of 2-chloromethyl-l,3,4-oxadiazole with carbonyl compounds under mild conditions promoted by SmI2. 相似文献
14.
Promoted by metallic cadmium which was produced by reduction of CdCl2 H2O with samarium in situ, allyl bromide and α-bromocarboxylates react with diorgano diselenides in aqueous solutions to give allylic-type selenides and α-selenocarboxylates in moderate to good yields. 相似文献
15.
Monochlorination at the 1 position, with sulfuryl chloride, followed by hydrolysis converted 2- acetylenic phenyl sulfides into 2-acetylenic aldehydes. 相似文献
16.
α-Chloro Alkyl Phenyl Sulfides are converted with Trimethylsilyl Cyanide, in a reaction catalyzed by SnCl4, into α-Phenylthio Alkyl Nitriles. 相似文献
17.
The intermolecular reductive coupling of 1,1-diary1-2,2-drcyanoethylenes with cinnamic esters promoted by samarium( Ⅱ)iodide was studied.Functionalized cyclopentenylamine derivatives were prepared in good yields under neutral and mild conditions. 相似文献
18.
IntheIastdecadestheapplicationsofsamariumreagentsinorganicsynthesishavebeenrapidlyincreasedl-6.CatalyzedbySm(OTO,benzyIaminecanaddtoethylcrotonatetoformD-aminoesters=;attheaidofSm(OTfl,ands-BuLimethyliodidehasbeenaddedtocarbonylgroupofacetophenone';WehavereportedthatpromotedbySml,a-haloketonescanreactwithaldehydestogiveQ,6=unsaturatedketones4.VeryrecentlywefoundthatD-diketonescanbesynthesizedviareactionofa-haloketoneswithacidchloridesoracidanhydridesattheaidofSmI=orSmI,'.Wealsoreported… 相似文献
19.
Silver (I) activation of α-glucosyl bromide in the presence of 2-trimethylsilylethyl sulfides as sulfur nucleophiles selectively provides β-thioglycosides. 相似文献
20.
《中国化学快报》1997,(8)
TherehavebeenlargeqUanitiesofexamplesaboutmetallictinaPplicationinorgbocsynhesis.1ButitwasmainlyrestriCtedtothepreparationoforganotaouscomPOundspreviously.Notmanyexampleswereboownaboutsynthehcreachonsusingmetallictindirectly.'RecentlydeveloPedaqueousorganometallicreactionincreasedtheexamplesofdirectapplicationoftinmetal,butthetyPeofthereactionseemstobesomewhatlimited.IthasbeenusedmainlyinallylationandpropargylationofcarbonylcomPOunds.'Herewewishtoreportthata-bromoesterscanreactwithdiseleni… 相似文献