The reduction of disulfides by samarium diiodide led to sa arium thiolates (ArSSml2).This new thiolate anion species reacted smoothly with α, β -unsaturated esters (nitriles) to give 1,4-addition products β -thioes...The reduction of disulfides by samarium diiodide led to sa arium thiolates (ArSSml2).This new thiolate anion species reacted smoothly with α, β -unsaturated esters (nitriles) to give 1,4-addition products β -thioesters and β -thionitriles in good yields under mild and neutralcondition.展开更多
A concise five-step approach to indolizidinones 10 and 11,two advanced intermediates for the asymmetric synthesis of polyhydroxylated indolizidine alkaloids,has been developed by using N-Cbz pyrrolidin-2-yl pyridin-2-...A concise five-step approach to indolizidinones 10 and 11,two advanced intermediates for the asymmetric synthesis of polyhydroxylated indolizidine alkaloids,has been developed by using N-Cbz pyrrolidin-2-yl pyridin-2-yl sulfide 13 as the chiral building block.The method features a SmI2-mediated coupling of sulfide 13 with functionalized aldehyde 14 and a tandem N-deprotection-lactamization,which constitutes a stepwise "2 + 4" annulation method for the construction of the indolizidinone ring system of 12a.展开更多
Phenylthiotrimethylsilane is reduced hy samarium diiodide to yield samarium phenylthiolate. This new thiolate anion species reacts with acyl chlorides mildly to give thiolesters in good yields.
Samarium diiodide （SmI2） was found to be an efficient catalyst for the condensation of o-phenylenediamine and ketones to afford the corresponding 2,3-dihydro-1H-benzo[b][1,4]-diazepines in moderate to excellent yiel...Samarium diiodide （SmI2） was found to be an efficient catalyst for the condensation of o-phenylenediamine and ketones to afford the corresponding 2,3-dihydro-1H-benzo[b][1,4]-diazepines in moderate to excellent yields under very mild and solvent-free conditions. The real active species here was suggested to be a Sin（Ⅲ） intermediate formed in situ and the mechanism of the present reaction was proposed.展开更多
The Se-St bond in arylselenotrimethylsilane was reduced by samarium diiodide to produce samarium arylselenolate, which reacted with a,β-unsaturated esters or α,β-unsaturated nitriles to give β-selenoesters and β-...The Se-St bond in arylselenotrimethylsilane was reduced by samarium diiodide to produce samarium arylselenolate, which reacted with a,β-unsaturated esters or α,β-unsaturated nitriles to give β-selenoesters and β-selenonitriles, respectively.展开更多
The Passerini 3-CR adducts of substituted cinnamaldehydes,isocyanides and acetic acid were treated with SmI2/HMPA in dry tetrahydrofuran（THF） at room temperature,andβ,γ-unsaturated amides were obtained in moderate...The Passerini 3-CR adducts of substituted cinnamaldehydes,isocyanides and acetic acid were treated with SmI2/HMPA in dry tetrahydrofuran（THF） at room temperature,andβ,γ-unsaturated amides were obtained in moderate yields.The reaction was supposed involving a radical reduction procedure.展开更多
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.
Ytterbium metal reacts with iodine to generate ytterbium diiodide directly, which can react with diselenides to form ytterbium selenolates (RSeYbI2). These species reacted smoothly with allyl bromide to give allylsele...Ytterbium metal reacts with iodine to generate ytterbium diiodide directly, which can react with diselenides to form ytterbium selenolates (RSeYbI2). These species reacted smoothly with allyl bromide to give allylselenides in moderate to good yields under neutral conditions.展开更多
Stereoselective Michael addition and Michael-aldol tandem reaction of diorganyl diselenides and disulfides with conjugated alkynones mediated by samarium diiodide were studied. The reaction temperature was critical fo...Stereoselective Michael addition and Michael-aldol tandem reaction of diorganyl diselenides and disulfides with conjugated alkynones mediated by samarium diiodide were studied. The reaction temperature was critical for the stereoselectivity. -Organylselenoalkenones or -organylthioalkenones and ?-organylselenoallylic alcohols or ?-organylthioallylic alcohols were prepared in good yields.展开更多
The intermolecular deoxygenative coupling of ketones with amides induced by Mg/SmI 2 catalyst was studied and a series of enamines was synthesized in moderate yields under mild and neutral conditions.
Promoted by samarium diiodide in THF, the α,β-unsaturated alkynones were reduced to afford intermolecular reductive coupling products. The multiply substituted cyclopentadienes were prepared conveniently in good yie...Promoted by samarium diiodide in THF, the α,β-unsaturated alkynones were reduced to afford intermolecular reductive coupling products. The multiply substituted cyclopentadienes were prepared conveniently in good yields.展开更多
Nitrodisulfides were reduced by SmI2/HMPA in anhydrous THF at room temperature to produce active intermediates (samarium thiolates and amides), which were 'living' double-anions and reacted smoothly with aldeh...Nitrodisulfides were reduced by SmI2/HMPA in anhydrous THF at room temperature to produce active intermediates (samarium thiolates and amides), which were 'living' double-anions and reacted smoothly with aldehydes or ketones to afford benzothiazolines in good yields under mild and neutral conditions.展开更多
Dihydro-(2H)-1 .2.4-benzothiadizine-1. 1-dioixdes were prepared in good yields via reductive cyclization of o-nitrobenzenesulfonamidcs with aldchydes promoted by Sml2 under mild and neutral condition.
A novel one-pot protocol for the synthesis of substituted 2-aminooxazoline from isonitriles and 2-aminoethanol was developed and the reactions involved imidoyl diiodide intermediates,which were generated by mixing iso...A novel one-pot protocol for the synthesis of substituted 2-aminooxazoline from isonitriles and 2-aminoethanol was developed and the reactions involved imidoyl diiodide intermediates,which were generated by mixing isonitriles and iodine in CH_2C1_2 at room temperature.展开更多
The reduction of elemental selenium by samarium diiodide led to selective formation of selenolate anion species (Se-2(2-) and Se2-), these nucleophilic species reacted readily with sodium alkyl thiosulfates to afford ...The reduction of elemental selenium by samarium diiodide led to selective formation of selenolate anion species (Se-2(2-) and Se2-), these nucleophilic species reacted readily with sodium alkyl thiosulfates to afford dithiodiselenides and dithioselenides in moderate to good yield under mild conditions.展开更多
o-Nitrophenylazide was reduced by SmI2 in anhydrous THF at room temperature to produce active intermediate 2 (samarium amide), "living" double-anion in situ which reacted smoothly with α，β-unsaturated ket...o-Nitrophenylazide was reduced by SmI2 in anhydrous THF at room temperature to produce active intermediate 2 (samarium amide), "living" double-anion in situ which reacted smoothly with α，β-unsaturated ketones to afford 2,3-dihydro-1H-1,5-benzodiazepines in good yields under mild and neutral conditions.展开更多
The intermolecular reductive coupling of 1,1-diaryl-2,2-dicya-noethylenes with cinnamic esters promoted by samarium(II) iodide was studied. Functionalized cyclopentenylamine derivatives were prepared in good yields ...The intermolecular reductive coupling of 1,1-diaryl-2,2-dicya-noethylenes with cinnamic esters promoted by samarium(II) iodide was studied. Functionalized cyclopentenylamine derivatives were prepared in good yields under neutral and mild conditions.展开更多
The reduction of diacyl diselenides by samarium diiodide led to the production ofsamarium acylselenolates, which reacted with a,β-unsaturated esters or nitriles to give β-selenoesters or selenonitriles under mild an...The reduction of diacyl diselenides by samarium diiodide led to the production ofsamarium acylselenolates, which reacted with a,β-unsaturated esters or nitriles to give β-selenoesters or selenonitriles under mild and neutral conditions.展开更多
文摘The reduction of disulfides by samarium diiodide led to sa arium thiolates (ArSSml2).This new thiolate anion species reacted smoothly with α, β -unsaturated esters (nitriles) to give 1,4-addition products β -thioesters and β -thionitriles in good yields under mild and neutralcondition.
基金the National Natural Science Foundation of China (20832005)the National Basic Research Program (973 Program) of China (2010CB833200) for financial support
文摘A concise five-step approach to indolizidinones 10 and 11,two advanced intermediates for the asymmetric synthesis of polyhydroxylated indolizidine alkaloids,has been developed by using N-Cbz pyrrolidin-2-yl pyridin-2-yl sulfide 13 as the chiral building block.The method features a SmI2-mediated coupling of sulfide 13 with functionalized aldehyde 14 and a tandem N-deprotection-lactamization,which constitutes a stepwise "2 + 4" annulation method for the construction of the indolizidinone ring system of 12a.
文摘Phenylthiotrimethylsilane is reduced hy samarium diiodide to yield samarium phenylthiolate. This new thiolate anion species reacts with acyl chlorides mildly to give thiolesters in good yields.
基金Project supported by the National Natural Science Foundation of China （No. 20272040）, the State Key Laboratory of 0rganometallic Chemistry, Shanghai Institute of 0rganic Chemistry, Chinese Academy of Sciences and the Key Laboratory of 0rganic Synthesis of Jiangsu Province.
文摘Samarium diiodide （SmI2） was found to be an efficient catalyst for the condensation of o-phenylenediamine and ketones to afford the corresponding 2,3-dihydro-1H-benzo[b][1,4]-diazepines in moderate to excellent yields under very mild and solvent-free conditions. The real active species here was suggested to be a Sin（Ⅲ） intermediate formed in situ and the mechanism of the present reaction was proposed.
文摘The Se-St bond in arylselenotrimethylsilane was reduced by samarium diiodide to produce samarium arylselenolate, which reacted with a,β-unsaturated esters or α,β-unsaturated nitriles to give β-selenoesters and β-selenonitriles, respectively.
文摘The Passerini 3-CR adducts of substituted cinnamaldehydes,isocyanides and acetic acid were treated with SmI2/HMPA in dry tetrahydrofuran（THF） at room temperature,andβ,γ-unsaturated amides were obtained in moderate yields.The reaction was supposed involving a radical reduction procedure.
基金the National Natural Science Foundation of China(Project No.20072033)the NSF of Zhejiang Province for financial support.
文摘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.
基金theEngineeringScienceResearchCenterofZhejiangUniversityofTechnology China
文摘Ytterbium metal reacts with iodine to generate ytterbium diiodide directly, which can react with diselenides to form ytterbium selenolates (RSeYbI2). These species reacted smoothly with allyl bromide to give allylselenides in moderate to good yields under neutral conditions.
基金the National Natural Science Foundation of China (No. 20072033) and the Specialized Research Fund for the Doctoral Program of Higher Education of China.
文摘Stereoselective Michael addition and Michael-aldol tandem reaction of diorganyl diselenides and disulfides with conjugated alkynones mediated by samarium diiodide were studied. The reaction temperature was critical for the stereoselectivity. -Organylselenoalkenones or -organylthioalkenones and ?-organylselenoallylic alcohols or ?-organylthioallylic alcohols were prepared in good yields.
基金theNationalNaturalScienceFoundationofChina (No 2 0 0 72 0 33)andtheNaturalScienceFoundationofZhejiangProvince (No .2 980 6 7) ,China
文摘The intermolecular deoxygenative coupling of ketones with amides induced by Mg/SmI 2 catalyst was studied and a series of enamines was synthesized in moderate yields under mild and neutral conditions.
基金theNationalNaturalScienceFoundationofChina (No .2 0 0 72 0 33)andtheSpecializedResearchFundfortheDoctoralProgramofHigherEducation
文摘Promoted by samarium diiodide in THF, the α,β-unsaturated alkynones were reduced to afford intermolecular reductive coupling products. The multiply substituted cyclopentadienes were prepared conveniently in good yields.
基金We thank the National Natural Science Foundation of China (Project! No.29872010)the Laboratory of Organometallic Chemistry,
文摘Nitrodisulfides were reduced by SmI2/HMPA in anhydrous THF at room temperature to produce active intermediates (samarium thiolates and amides), which were 'living' double-anions and reacted smoothly with aldehydes or ketones to afford benzothiazolines in good yields under mild and neutral conditions.
文摘Dihydro-(2H)-1 .2.4-benzothiadizine-1. 1-dioixdes were prepared in good yields via reductive cyclization of o-nitrobenzenesulfonamidcs with aldchydes promoted by Sml2 under mild and neutral condition.
文摘A novel one-pot protocol for the synthesis of substituted 2-aminooxazoline from isonitriles and 2-aminoethanol was developed and the reactions involved imidoyl diiodide intermediates,which were generated by mixing isonitriles and iodine in CH_2C1_2 at room temperature.
基金We are grateful to the National Natural Science Foundation of China(Project No.29872010)NSF of Zhejiang Province,China for the financial support.
文摘The reduction of elemental selenium by samarium diiodide led to selective formation of selenolate anion species (Se-2(2-) and Se2-), these nucleophilic species reacted readily with sodium alkyl thiosulfates to afford dithiodiselenides and dithioselenides in moderate to good yield under mild conditions.
基金We thank the National Natural Science Foundation of China (Project No.29872010) NSF of Zhejiang province for financial support.
文摘o-Nitrophenylazide was reduced by SmI2 in anhydrous THF at room temperature to produce active intermediate 2 (samarium amide), "living" double-anion in situ which reacted smoothly with α，β-unsaturated ketones to afford 2,3-dihydro-1H-1,5-benzodiazepines in good yields under mild and neutral conditions.
基金ProjectsupportedbytheNationalNaturalScienceFoundationofChina (No .2 0 0 72 0 33)andtheNaturalScienceFoundationofZhejiangProvince,China .
文摘The intermolecular reductive coupling of 1,1-diaryl-2,2-dicya-noethylenes with cinnamic esters promoted by samarium(II) iodide was studied. Functionalized cyclopentenylamine derivatives were prepared in good yields under neutral and mild conditions.
文摘The reduction of diacyl diselenides by samarium diiodide led to the production ofsamarium acylselenolates, which reacted with a,β-unsaturated esters or nitriles to give β-selenoesters or selenonitriles under mild and neutral conditions.
