[1,2]‐Phospha‐Brook Rearrangement‐Initiated Palladium‐Catalyzed Cyclization Reaction of Isocyanides and o‐Bromobenzaldehydes: Access to 2H‐Isoindole‐1‐carboxamides and 2H‐Isoindole‐1‐carbonitriles

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 20, 2024

Comprehensive Summary Herein, a [1,2]‐phospha‐Brook rearrangement‐initiated palladium‐catalyzed cyclization reaction for base‐controlled selective synthesis of 2 H ‐isoindole‐1‐carboxamide and ‐isoindole‐1‐carbonitrile derivatives has been described. This strategy features double isocyanide insertion, efficient bond combinations, simple operation conditions. Mechanistic studies show that the rearrangement is key step in this reaction. protocol offers novel concise ‐isoindole derivatives.

Language: Английский

Palladium-Catalyzed Tandem Cyclization of Functional Diarylalkynes and Isocyanides for the Assembly of Isochromeno[4,3-c]quinolines

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 10, 2024

A novel strategy for the synthesis of various isochromeno[4,3-c]quinolines via palladium-catalyzed tandem cyclization functional diarylalkynes with isocyanides has been developed. This approach features excellent chemo- and regioselectivities as well good group tolerance. Notably, 6-phenylimino-6H-isochromeno[4,3-c]quinolin-11-amines 11-amino-6H-isochromeno[4,3-c]quinolin-6-ones can be selectively constructed by employing different protecting groups diarylalkynes. The gram-scale late-stage modifications further demonstrate synthetic value this method.

Language: Английский