862907-12-8

Upstream product

• 862907-05-9 tert-butyl 3-(4-methylphenyl)-2-oxoindoline-1-carboxylate 
• 1422007-75-7 C₂₀H₂₁NO₄ 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 160858-75-3 1-tert-butoxycarbonylisatin 
• 1040749-57-2 1-(t-butoxycarbonyl)-2-oxo-3-(4-methylphenyl)-indolin-3-yl t-butyl carbonate 

Relevant academic research and scientific papers

Axially chiral C2-symmetric N-heterocyclic carbene (NHC) palladium complex-catalyzed asymmetric fluorination and amination of oxindoles

Chiral C2-symmetric N-heterocyclic carbene (NHC) palladium diaquo complex 5b prepared from (S)-BINAM was found to be a fairly effective catalyst for the enantioselective asymmetric fluorination of oxindoles to give the corresponding products in moderate enantioselectivities along with good to excellent yields.

Expanding the Boxmi Ligand Family: Synthesis and Application of NON and NSN Ligands

Two synthetic strategies for a new family of neutral NON ligands featuring a bis(oxazolinylmethylidene)isobenzofuran framework (boxman) are reported. A Pd-mediated cyclization reaction forming the isobenzofuran core constitutes the key reaction in the eight-step synthetic route to the nonbackbone-methylated target compound H,Rboxman. In contrast, the introduction of two additional methyl groups provides stereochemical control during backbone construction and thereby access to the methylated derivative Me,Rboxman, which was synthesized in five steps and improved yields. In addition, the synthetic sequence was transferred to the thio analogue, providing access to the NSN ligand H,Rboxmene. Subsequent complexation experiments with iron and cobalt chloride precursors afforded the four-coordinated chlorido complexes Me,RboxmanMCl2 (R = Ph, iPr; M = Fe, Co) and established the boxman family as trans-chelating, bidentate bis(oxazoline) ligands. Application of the latter in the nickel(II)- and zinc(II)-catalyzed α-fluorination of β-ketoesters and oxindoles (up to 98percent yield and 94percent ee) demonstrated their suitability for enantioselective catalysis.

Iron(iii)-salan complexes catalysed highly enantioselective fluorination and hydroxylation of β-keto esters and N-Boc oxindoles

Chiral iron(iii)-salan complexes catalysed highly enantioselective α-fluorination and α-hydroxylation of β-keto esters and N-Boc oxindoles to give the corresponding products in high yields and good-to-excellent ee values under mild reaction conditions. This journal is the Partner Organisations 2014.

Comparative studies on the enantioselective fluorination of oxindoles with structurally modified N-fluorobenzenesulfonimides

Structurally modified N-fluorobenzenesulfonimides (NFSIs) have been used to study the enantioselective fluorination of oxindoles in the presence of a bis-cinchona alkaloid, (DHQD)2PHAL, as the catalyst. We observe that the NFSI analogues bearin

Cinchona alkaloid catalyzed enantioselective fluorination of allyl silanes, silyl enol ethers, and oxindoles

(Chemical Equation Presented) Catalytic variant: Allyl silanes and silyl enol ethers 1 are good substrates for the catalytic highly enantioselective fluorodesilylation using a combination of a biscinchona alkaloid, N-fluorobenzenesulfonimide (NFSI), and base (see scheme). Pharmaceutically attractive 3-aryl-3-fluorooxindoles such as 3 can also be synthesized with high enantioselectivity.