A5044584482- Cyclopropane Reaction Mechanisms
- Catalytic C–H Functionalization Methods
- Catalytic Alkyne Reactions
- Asymmetric Synthesis and Catalysis
- Catalytic Cross-Coupling Reactions
- X-ray Diffraction in Crystallography
- Crystallization and Solubility Studies
St Petersburg University
2023-2025
A facile approach to novel medicinally relevant spiro heterocyclic scaffolds (namely furan-2(5 H )-ones, tetrahydrofurans and pyrans spiro-conjugated with the succinimide ring) has been developed. The protocol consists of Rh(II)-catalyzed insertion carbenes derived from diazoarylidene succinimides (DAS) into O–H bond propiolic/allenic acids or brominated alcohols, followed by base-promoted cyclization afford target spirocyclic compounds in good high yields.
a-Diazo carbonyl compounds are widely used as reagents of vast synthetic potential, capable delivering biologically relevant and diverse molecular scaffolds. Herein we present methods for selective N -alkylation various diazo NH-heterocycles while maintaining the function further modifications. homophthalimide, arylidene succinimides, barbituric thiobarbituric acids, a-diazo pyrazolones were readily alkylated with alkyl halides or alcohols under Mitsunobu reaction conditions. This is first...
A straightforward access to novel spiro[benzofuran-2,3'-pyrrolidine]-2',5'-diones based on the Rh 2 (esp) -catalyzed insertion of carbenes derived from diazo arylidene succinimides (DAS) into O–H bond phenols is described. The initial adducts underwent a thermally promoted Claisen rearrangement followed by DABCO-catalyzed intramolecular 5- exo - trig oxa-Michael addition.
A facile approach to novel medicinally relevant spiro heterocyclic scaffolds (namely furan-2(5 H )-ones, tetrahydrofurans and pyrans spiro-conjugated with the succinimide ring) has been developed. The protocol consists of Rh(II)-catalyzed insertion carbenes derived from diazo arylidene succinimides (DAS) into O-H bond propiolic/allenic acids or brominated alcohols, followed by base-promoted cyclization afford target spirocyclic compounds in good high yields.
A straightforward access to novel spiro[benzofuran-2,3'-pyrrolidine]-2',5'-diones based on Rh 2 (esp) -catalyzed insertion of carbenes derived from diazo arylidene succinimides (DAS) into O-H bond phenols is described. The initial adducts underwent a thermally promoted Claisen rearrangement followed by DABCO-catalyzed intramolecular 5- exo - dig Michael addition.