1287715-31-4

Upstream product

• 28150-91-6 1-benzyl-3-(hydroxyimino)indolin-2-one 
• 463-71-8 thiophosgene 
• 1324055-93-7 3-amino-1-benzylindolin-2-one hydrochloride 
• 75-15-0 carbon disulfide 
• 1217-89-6 1-benzylisatin 
• 91-56-5 indole-2,3-dione 
• 100-39-0 benzyl bromide 

Downstream Products

• 1287715-55-2 (+)-5'-(3-chlorophenyl)-1,5,5'-trimethyl-2'-thioxospiro[indoline-3,4'-oxazolidin]-2-one 
• 1354636-84-2 C₃₈H₄₀N₄O₃SSi 

Relevant academic research and scientific papers

A Mannich/cyclization cascade process for the asymmetric synthesis of spirocyclic thioimidazolidineoxindoles

An asymmetric cascade Mannich/cyclization reaction between 3-isothiocyanato oxindoles and sulfimides using a commercially available organocatalyst has been developed. A wide range of structurally diverse spiro[imidazolidine-4,3′-oxindole] derivatives were

Organocatalytic double arylation of 3-isothiocyanato oxindoles: Stereocontrolled synthesis of complex spirooxindoles

Quinones, precursors of aromatic structures, were firstly employed as the electrophiles for the organocatalytic Michael addition/cyclization cascade reaction with versatile 3-isothiocyanato oxindoles. Chiral bifunctional organocatalyst was appropriate for this enantioselective transformation to afford a variety of novel spirooxindoles, possessing a spirocyclic stereocenter adjacent to the aromatic ring, via asymmetric double arylation. These synthesized spirooxindoles are very difficult to access by the reported methods and were obtained in excellent chemical yields with excellent enantioselectivities.

Organocatalytic direct asymmetric aldol reactions of 3-isothiocyanato oxindoles to ketones: Stereocontrolled synthesis of spirooxindoles bearing highly congested contiguous tetrasubstituted stereocenters

Chemical equations presented. The first example of a direct catalytic asymmetric intermolecular aldol reaction of 3-isothiocyanato oxindoles to simple ketones with bifunctional thiourea-tertiary amine as catalyst is reported. This strategy provides a promising approach for the asymmetric synthesis of a range of enantioenriched spirocyclic oxindoles bearing two highly congested contiguous tetrasubstituted carbon stereocenters. Versatile transformations of the spirocyclic oxindole products into other structurally diverse spirocyclic oxindoles have also been demonstrated.