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Synthesis of a versatile 1 H -indene-3-carboxylate scaffold enabled by visible-light promoted Wolff rearrangement of 1-diazonaphthalen-2(1 H )-ones.

Xin YueYing ZhouYan ZhangTengfei MengYu-Pei ZhaoWengang Guo
Published in: Chemical communications (Cambridge, England) (2023)
Herein, we have developed a sequential visible-light-promoted Wolff rearrangement of 1-diazonaphthalen-2(1 H )-ones, followed by capturing the in situ generated ketene intermediates with various alcohols, producing diverse 1 H -indene-3-carboxylates in moderate to good yields under mild reaction conditions. The broad substrate scope, high functional group tolerance, and robust conditions make the resulting derivative a versatile platform for the synthesis of plenty of bioactive molecules.
Keyphrases
  • visible light
  • high throughput
  • high intensity
  • tissue engineering
  • water soluble