Tag: M.W=100-150

Han, Jie published the artcileDesign and Synthesis of WJ-Phos, and Application in Cu-Catalyzed Enantioselective Boroacylation of 1,1-Disubstituted Allenes, Synthetic Route of 343338-28-3, the main research area is ferrocene chiral sulfinamide phosphine enantioselective catalyst boroacylation allene; crystal structure mol ferrocene chiral sulfinamide phosphine preparation ligand.

The highly enantioselective copper-catalyzed three-component boroacylation of 1,1-disubstituted allenes is reported by using a class of chiral ligands (WJ-Phos), delivering various functionalized organoboron compounds bearing an all-carbon stereocenter in moderate to good yields with high enantioselectivities. WJ-Phos is a ferrocene-derived chiral sulfinamide phosphine ligand and can be easily synthesized in gram-scale from readily available starting materials in short steps. The salient features of this reaction include moderate to good yields, high enantioselectivities, gram-scale synthesis, diverse synthetic transformations, and the development of a new chiral ligand.

ACS Catalysis published new progress about Acylation (boroacylation, stereoselective). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Synthetic Route of 343338-28-3.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Lahosa, Alejandro published the artcileEnantiodivergent Approach to the Synthesis of Cis-2,6-Disubstituted Piperidin-4-ones, Recommanded Product: (S)-2-Methylpropane-2-sulfinamide, the main research area is aldehyde tert butanesulfinyl imine keto acid diastereoselective decarboxylative Mannich; amino ketone stereoselective preparation; disubstituted piperidinone stereoselective preparation; alkaloid 241D preparation; epimyrtine preparation; lasubine II preparation.

Enantiopure β-amino ketone derivatives were synthesized by decarboxylative Mannich reaction of chiral N-tert-butanesulfinyl imines with β-keto acids and were subsequently transformed into cis-2,6-disubstituted piperidin-4-ones through an organocatalyzed condensation with aldehydes. Both enantiomers were accessible from the same precursors by inverting the order in the reaction sequence of the aldehydes involved in the imine formation and the intramol. Mannich condensation. The synthesis of the piperidine alkaloids (+)-241D, (-)-epimyrtine, and (-)-lasubine II demonstrated the utility of this methodol.

Journal of Organic Chemistry published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Recommanded Product: (S)-2-Methylpropane-2-sulfinamide.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Krishna, Anugam V. published the artcileThe seven-step, one-pot regioselective synthesis of biologically important 3-aryllawsones: scope and applications, Related Products of amides-buliding-blocks, the main research area is aryllawsone Hooker oxidation; hydroxy aryl methylnaphthalenedione regioselective preparation; thiophenol aryllawsonetriflate thia Michael reaction; phenylthio arylnaphthalenedione regioselective preparation; aryllawsonetriflate reductive detriflation reaction; arylnaphthalenedione preparation.

Various 3-aryllawsones were synthesized with high regioselectivity from simple lawsone and aldehydes in a seven-step double-cascade one-pot reaction through the combination of organocatalytic Ramachary reductive coupling and Hooker oxidation reactions. The com. availability of the starting materials, diverse substrate scope, possibility of a one- or two-pot approach, regioselectivity of alkyl transfer (with mechanistic proof provided via X-ray crystal structure anal.), and numerous medicinal applications of 3-aryllawsones were the key attractions of this work.

Organic & Biomolecular Chemistry published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Related Products of amides-buliding-blocks.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Li, Zhenghua published the artcileCO2 Activation by Lewis Pairs Generated Under Copper Catalysis Enables Difunctionalization of Imines, Application of (S)-2-Methylpropane-2-sulfinamide, the main research area is carbamate boronate complex preparation spirocyclic carbon dioxide activation imine; copper NHC catalyst carbon dioxide activation boronate imine; frustrated Lewis pair activation carbon dioxide imine preparation carbamate; crystal structure spirocyclic carbamate boronate complex; mol structure spirocyclic carbamate boronate complex.

Spirocyclic carbamatoboronates I·Li (3a-3as; Ar = Ph, substituted Ph, C6F5, naphthyl, pyridyl, furyl, dibenzofuranyl, thienyl, pyrrolyl, pyridoimidazolyl, Fc; R = Ph, substituted Ph, C6F5, benzimidazolyl, Ts, Ph2PO, Boc, TMS) were prepared by reaction of imines ArCH:NR with CO2 and B2(pin)2 catalyzed by copper NHC complexes, such as [(SIMes)CuCl] with subsequent cation metathesis with LiOtBu. Integration of distinct substrate activation modes in a catalytic circle is critical for the development of new, powerful synthetic methodologies toward complex and value-added chems. from simple and readily available feedstocks. Here, we describe a highly selective difunctionalization of imines through incorporation of activation of CO2 by intramol. N/B Lewis pairs into a copper catalytic cycle. Exptl. and computational studies on the mechanistic aspect revealed an α-borylalkylamido intermediate, a metal amide-based Lewis pair formed by borylation of a C-N double bond, and enabled an unprecedented CO2 fixation pattern that is in sharp contrast to the traditional CO2 insertion into transition-metal-element bonds. The unique lithium cyclic boracarbamate products could be easily transformed into multifunctional N-carboxylated α-amino boronates. The highly diastereoselective reactions of chiral N-tert-butanesulfinyl aldimines were also achieved. We hope that our findings may inspire further development of selective multicomponent reactions by incorporation of Lewis pair chem. into transition-metal catalysis.

Journal of the American Chemical Society published new progress about Aldimines Role: RCT (Reactant), RACT (Reactant or Reagent). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Application of (S)-2-Methylpropane-2-sulfinamide.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Xi, Xiaomei published the artcileIridium-catalyzed diastereoselective amination of alcohols with chiral tert-butanesulfinamide by the use of a borrowing hydrogen methodology, Formula: C4H11NOS, the main research area is aralkyl alc tertiarybutyl sulfinamide iridium catalyst diastereoselective amination; tertbutyl aralkylsulfinamide preparation green chem.

An iridium-catalyzed diastereoselective amination of alcs. with chiral tert-butanesulfinamide was developed under basic conditions, affording the optically active secondary sulfinamides in high yields and diastereoselectivities. The removal of the sulfinyl group from sulfonamides allowed a facile access to a wide range of α-chiral primary amines. This synthetic strategy was further applied in the synthesis of the marketed pharmaceuticals (S)-rivastigmine and NPS R-568.

Organic & Biomolecular Chemistry published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Formula: C4H11NOS.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Yan, Dong published the artcileSBA-15 Supported Chiral Phosphine-Gold(I) Complex: Highly Efficient and Recyclable Catalyst for Asymmetric Cycloaddition Reactions, Recommanded Product: (S)-2-Methylpropane-2-sulfinamide, the main research area is mesoporous silica supported chiral phosphine gold complex preparation; furooxazine preparation enantioselective; alkyne nitrone cycloaddition silica supported gold catalyst.

Ordered mesoporous SBA-15 supported chiral phosphine gold (I) complexes were successfully developed. The gold(I) complexes were covalently immobilized on mercaptopropyl modified silica surface through radical reaction. In this way, the chiral carbon and chiral sulfur of the homogenous catalyst were perfectly remained in situ. And thus, the prepared catalysts demonstrated highly effective asym. cycloaddition activity to afford furooxazines I [R1 = n-Pr, n-Bu, Ph; R2 = Ph; R3 = Ph, 4-MeC6H4; R4 = Ph, 4-BrC6H4], which was likely because the chiral induction effect of the Au complex was hardly influenced by this immobilization method. Moreover, they could be easily recovered by simple filtration and directly used for the subsequent catalytic runs. The prepared catalyst was highly stable and efficient without obvious activity loss after eight cycles.

ChemCatChem published new progress about Alkynes Role: RCT (Reactant), RACT (Reactant or Reagent). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Recommanded Product: (S)-2-Methylpropane-2-sulfinamide.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Chu, Haoke published the artcileAsymmetric Dearomatization of Indole by Palladium/PC-Phos-Catalyzed Dynamic Kinetic Transformation, HPLC of Formula: 343338-28-3, the main research area is asym dearomatization indole palladium PCPhos catalyzed dynamic kinetic transformation; preparation chiral spiroindolenine; alkynes; catalytic asymmetric dearomatization; chiral spiroindolenine; dynamic kinetic transformation; palladium.

A palladium-catalyzed intermol. dynamic kinetic asym. dearomatization of 3-arylindoles with internal alkynes was developed with the use of achiral Xantphos and chiral sulfinamide phosphine ligand (PC-Phos) as the co-ligands. This method could deliver various spiro[indene-1,3′-indole] compounds in good yields (up to 95% yield) with up to 98% ee. The salient features of the transformation include the use of readily available substrates, ease of scale-up and the versatile functionalization of the products. The mechanistic experiments gave some insights on active intermediates.

Angewandte Chemie, International Edition published new progress about Alkynes Role: RCT (Reactant), RACT (Reactant or Reagent). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, HPLC of Formula: 343338-28-3.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Zhang, Pei-Chao published the artcilePd/PC-Phos-Catalyzed Enantioselective Intermolecular Denitrogenative Cyclization of Benzotriazoles with Allenes and N-Allenamides, Name: (S)-2-Methylpropane-2-sulfinamide, the main research area is regioselective enantioselective intermol denitrogenative cyclization benzotriazole allene allenamide; palladium sulfinamide phosphine catalyzed cyclization methyleneindoline preparation; allenamides; allenes; cyclization; heterocycles; palladium.

Reported herein is an asym. Pd/PC-Phos-catalyzed denitrogenative cyclization of benzotriazoles with allenes and N-allenamides, representing the first example of enantioselective denitrogenative cyclizations of benzotriazoles. A series of optically active 3-methyleneindolines were obtained in good yields with high ee values. The use of inexpensive and readily available starting materials, high regio- and enantioselectivity, a broad substrate scope, mild reaction conditions, no need for base, as well as versatile functionalization of the 3-methyleneindolines make this approach attractive.

Angewandte Chemie, International Edition published new progress about Allenes Role: RCT (Reactant), RACT (Reactant or Reagent). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Name: (S)-2-Methylpropane-2-sulfinamide.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Polackova, Viera published the artcileN-Sulfinylpyrrolidine-containing ureas and thioureas as bifunctional organocatalysts, Formula: C4H11NOS, the main research area is aldehyde aryl nitroalkene sulfinylpyrrolidine catalyst diastereoselective enantioselective Michael addition; aryl nitroalkane preparation; Michael addition; asymmetric organocatalysis; hydrogen bond; pyrrolidine; thiourea; urea.

The synthesis of bifunctional N-sulfinylureas and thioureas with an appended pyrrolidine unit was presented. These organocatalysts were evaluated in Michael additions of aldehydes to nitroalkenes both under solvent-free conditions and in solution The N-sulfinylurea catalyst was more efficient than the corresponding thiourea. For some substrates, enantioselectivities reached 98% ee. The stereogenic center on the sulfur did not have a considerable influence on the catalytic reactions. Under ball-milling conditions, the Michael adducts were obtained in good yields but with slightly lower enantiomeric purities than in solution DFT calculations elucidated its mode of action and confirmed a dual activation mode, which combines enamine activation of aldehydes and hydrogen bond activation of nitroalkenes.

Beilstein Journal of Organic Chemistry published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Formula: C4H11NOS.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Borrego, Lorenzo G. published the artcileEnantioselective synthesis of 4-amino-3,4-dihydrocoumarins and their non-cyclic hydroxyester precursors: Biological evaluation for the treatment of glioblastoma multiforme, Computed Properties of 343338-28-3, the main research area is amino dihydrocoumarin preparation enantioselective antitumor; Enantiopure 4-amino-3,4-dihydrocoumarins; Glioblastoma multiforme; N-sulfinylarylimines; β-hydroxyesters.

The stereoselective addition of Et acetate enolate to the CN bond of N-tert-butylsulfinylimines was investigated in depth. A significant effect of the LHMDS amount and the N-sulfinylimine nature on the stereoselectivity of the process was observed Conditions were found where sulfinylimines of differently substituted salicylaldehydes derivatives, Et acetate, and LHMDS afforded the corresponding addition products as a single diastereomer in good yields. The developed protocol was successfully applied to the first stereoselective synthesis of differently substituted 4-amino-3,4-dihydrocoumarin derivatives Computational models confirmed the prominent role of the ortho aryl substituent in the stereoselectivity of the process. A significant and selective cytotoxic activity against Glioblastoma Multiforme (GBM) cancer line has been determined for the noncyclic hydroxy ester derivative

European Journal of Medicinal Chemistry published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 343338-28-3 belongs to class amides-buliding-blocks, name is (S)-2-Methylpropane-2-sulfinamide, and the molecular formula is C4H11NOS, Computed Properties of 343338-28-3.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics