One-pot synthesis of substituted isoindolin-1-ones via lithiation and substitution of N'-benzyl-N,N-dimethylureas.
Lithiation of various N'-benzyl-N,N-dimethylureas with t-BuLi (3.3 mole equivalents) in anhydrous THF at 0 degrees C followed by reactions with various electrophiles afforded the corresponding 3-substituted isoindolin-1-ones in high yields.
Smith
Keith
K
School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff, UKCF10 3AT. smithk13@cardiff.ac.uk
El-Hiti
Gamal A
GA
Hegazy
Amany S
AS
D018360:Crystallography, X-Ray; D003500:Cyclization; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry*; D008094:Lithium / Q000737:chemistry*; D015394:Molecular Structure; D014508:Urea / Q000737:chemistry*
D007211:Indoles; C057812:indoline; D014508:Urea; D008094:Lithium