Indoles substituted by electron-depleted thio groups at positions 1 and 3 react as C2 = C3 dipolarophiles with an electron-rich azomethine ylide dipole under flow conditions. The dearomatizing (3 + 2) cycloadditions readily occur to afford the corresponding fluorinated 3D-pyrrolidinoindolines bearing a tetrasusbtituted carbon centre ring junction.

Abstract Herein, we report on the rhodium‐catalyzed reaction of triazoles with acyl selenides. Under thermal conditions and in presence a rhodium catalyst, rapid 1,3‐difunctionalization occurs to provide valuable α‐seleno enamides high stereoselectivity broad functional group tolerance, which was demonstrated 35 examples up 95% yield. Computational calculations suggest pathway that gives direct...

A dynamic azomethine ylide system was established using Sc(OTf)3 and Ag/Taniaphos as catalysts. The system was subsequently kinetically resolved in a tandem 1,3-dipolar cycloaddition process where the silver complex acted as both a reaction catalyst and an external selector, resulting in the formation of an exclusive pyrrolidine product in good yield and enantiopurity.

Diastereoselectivity in reactions of aryl-stabilised ammonium ylides are highly sensitive to the nature of the amine and the ylide substituent. DFT calculations are consistent with a mechanism in which reversibility in betaine formation [despite the high energy (and therefore instability) of ammonium ylides] is finely balanced due to the high barrier to ring closure.

4-Nitrobenzylidenedimethylsulfurane 4-Nitrobenzylidenedimethylsulfurane, a semi-stabilized sulfonium ylide has been generated by the attack of methylsulfinyl carbanion in dimethyl sulfoxide and reacted with a series of substituted benzaldehydes, furfural and benzylideneacetophenone to afford <mns-l,2-disubstituted epoxides in fair to good yields. The structural assignments of the products are b...