Litcius/Paper detail

CsPbBr<sub>3</sub> Perovskite Photocatalyst in Chemodivergent Functionalization of <i>N</i>-Methylalkanamides Using CBr<sub>4</sub>

Buddhadeb Pal, Ashis Mathuri, Anupam Manna, Prasenjit Mal

2023Organic Letters22 citationsDOI

Abstract

Herein we have developed a strategy for chemodivergent functionalization of N- methylalkanamides via C–Br bond activation of CBr 4, using an orthorhombic CsPbBr 3 perovskite photocatalyst under blue LEDs (450–470 nm). The selectivity of whether a 5-exo-trig spiro cyclization or a 6-endo-trig cyclization occurred depended on the stability of the radical intermediate that was formed after the addition of the bromide radical to the starting compound to obtain 3,8-dibromo-1-methyl-4-phenyl-1-azaspiro[4.5]deca-3,6,9-trien-2-on or 3-bromo-1-methyl-4-phenyl-1-azaspiro[4.5]deca-3,6,9-triene-2,8-dione or 3-bromo-6-( tert -butyl)-1-methyl-4-phenylquinolin-2(1 H )-one.

Topics & Concepts

Surface modificationPerovskite (structure)PhotocatalysisChemistryChemical engineeringNanotechnologyCatalysisPhysical chemistryCrystallographyMaterials scienceOrganic chemistryEngineeringPerovskite Materials and ApplicationsSulfur-Based Synthesis TechniquesAdvanced Photocatalysis Techniques