Yongmin Zhang

Temperature-controlled selective reduction of arenesulfonyl chlorides promoted by samarium metal in DMF

Promoted by samarium in DMF, arenesulfonyl chlorides can be selectively reduced to diaryldisulfones, diarylthiosulfonates and diaryldisulfides in good to excellent yields by reaction temperature control without the need to pretreat or activate the metallic samarium.

SmI2-mediated synthesis of 2,4-diarylpyrroles from phenacyl azides

Abstract A novel reduction of phenacyl azides induced by SmI 2 was investigated and 2,4-diarylpyrroles were prepared in moderate to good yields under mild conditions.

Simultaneous reduction of the nitro group and the azide group in o -nitrophenylazide induced by the TiCl 4 /Sm system: a novel synthesis of 2,3-dihydro-1 H -1,5-benzodiazepines

Abstract o-Nitrophenylazide was treated with the low-valent titanium reagent derived from the TiCl4/Sm system to produce the intermediate 2 in situ, which was a ‘living’ double-anion and reacted readily with ketones containing active methyl or methylene groups to afford 2,3-dihydro-1H-1,5-benzodiazepines in moderate to high yields under mild and neutral conditions.

SmI2-mediated facile one-pot preparation of 2,4-diarylquinolines from 3-aryl-2,1-benzisoxazoles

Abstract On treatment with SmI 2 , 3-aryl-2,1-benzisoxazoles undergo reductive cleavage of the Nue5f8O bond leading to 2-aminobenzophenones in high yields upon protonation. If aryl methyl ketones are added to the reaction mixture prior to protonation, the desired 2,4-diarylquinolines can be obtained in moderate yields under mild conditions.

Intramolecular and intermolecular ketone–ester reductive coupling reactions promoted by samarium(II) iodide

Abstract Intramolecular and intermolecular ketone–ester reductive coupling reactions promoted by SmI 2 have been studied. Substituted 2-hydroxy-5-ethoxycarbonylcyclopentanones, 5-ethoxycarbonylcyclopentenones and α-ketols were prepared in moderate to good yields at room temperature or under reflux under neutral conditions.

Formation of 1,2-diketones by samarium diiodide promoted reaction of N-acylbenzotriazoles

Transformation of N-acylbenzotriazoles 1 into 1,2-diketones 2 in good to excellent yields has been realized by the use of samarium diiodide at room temperature.

A new strategy for the synthesis of α,β-diaroylpropionates promoted by samarium metal in DMF

When promoted by samarium in DMF, aroyl chlorides react readily with acrylates to afford α,β-diaroylpropionates in good to excellent yields without pretreating or activating the metallic samarium.

Synthesis of 2 H -1,4-benzothiazin-3(4 H )-ones and 2 H -1,4-benzoselenazin-3(4 H )-ones with the aid of samarium(II) iodide

Abstract Bis( o -nitrophenyl) disulfides or diselenides were easy to reduce by samarium(II) iodide to produce the active intermediates 2 in situ, which readily react with α-halocarboxylic derivatives to yield the corresponding products 2 H -1,4-benzothiazin-3(4 H )-ones and 2 H -1,4-benzoselenazin-3(4 H )-ones, respectively, in moderate to high yields under mild conditions.

A novel method for the synthesis of vicinal disulfonamides promoted by metallic samarium in aqueous media

A new method to synthesize vicinal disulfonamides by reductive coupling of N-sulfonylimines in Sm/HCl/THF has been developed and various reaction conditions have been studied.

Preparation of dihomoallylic secondary amines through samarium mediated allylation of oximes

Abstract Allylsamarium bromide adds to oximes derived from aromatic aldehydes and methyl aryl ketones at ambient temperature to afford dihomoallylic secondary amines in moderate to high yields.