A simple and convenient one-pot synthesis of substituted isoindolin-1-ones via lithiation, substitution and cyclization of N'-benzyl-N,N-dimethylureas
2011

One-Pot Synthesis of Isoindolin-1-ones

publication Evidence: high

Author Information

Author(s): Smith Keith, El-Hiti Gamal A, Hegazy Amany S, Kariuki Benson

Primary Institution: School of Chemistry, Cardiff University

Hypothesis

Can a simple one-pot synthesis method be developed for substituted isoindolin-1-ones?

Conclusion

The study presents a novel and efficient one-step method for synthesizing isoindolin-1-ones with high yields.

Supporting Evidence

  • The method allows for easy addition of various substituents to the benzene ring.
  • High yields of products were achieved with a variety of electrophiles.
  • Isolation of pure products is straightforward, involving simple trituration.

Takeaway

Scientists found a new way to make a special type of chemical called isoindolin-1-ones in just one step, which is easier and faster than before.

Methodology

Lithiation of N'-benzyl-N,N-dimethylureas with t-BuLi in THF followed by reaction with various electrophiles.

Limitations

The method may produce two diastereoisomers in some cases, complicating product isolation.

Digital Object Identifier (DOI)

10.3762/bjoc.7.142

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