A chiral cooperative catalysis of NHC and Brønsted acid for a formal [4+2] reaction of unprotected isatins and enals was developed for the direct synthesis of unprotected spiro[indoline-3,2'-pyran]-2,6'(3'H)-diones in good to excellent yields (up to 95%) with high enantioselectivities (up to >93% ee).

The first efficient palladium(0)-catalyzed enantioselective C(sp)–H activation reaction using a catalytic chiral base and an achiral phosphine ligand is reported. Fine-tuning the binol-derived phosphoric acid pre-catalyst and the reaction conditions was found to be crucial to achieve high levels of enantioselectivity for a variety of indoline products containing both triand tetrasubstituted ste...

Asymmetric lithiation of substituted benzylamines, N-Boc-pyrrolidine, or N-Boc-indoline using Beak's methodology was followed by electrophilic quench with trialkylboranes. The resulting borate intermediates rearrange with concomitant C-N bond breakage to give, after oxidation, chiral secondary alcohols with high enantioselectivity.

The title compound, C22H18N4OS, crystallized with four independent mol-ecules (A, B, C and D) in the asymmetric unit. All four mol-ecules have a Z conformation about the C=N bond with the benzyl ring being inclined to the indoline ring mean planes by 73.4 (2), 77.9 (2), 73.2 (2) and 77.2 (2)° in mol-ecules A, B, C and D, respectively. In mol-ecules A and B, the phenyl ring is inclined to the me...

A series of functionalized spiro[indoline-3,2'-oxiran]-2-ones was efficiently synthesized by Darzens reaction of phenacyl bromides with isatins both with N-alkyl groups and without N-substituent in the presence of potassium carbonate as a base catalyst. When two equivalents phenacyl bromides were used in the reaction, the N-substitution reaction of isatin also finished with the formation of spi...

Synthesis of amino acid and indoline-substituted dinitrobenzene on a soluble polymer support (PEG) and its further reductive double-ring closure to afford structurally diverse indolo-fused pyrazino-/diazepinoquinoxalinones is described. Traceless synthesis of quinoxalinones coupled with application of the Pictet-Spengler-type condensation reaction furnished these novel scaffolds. These hitherto...