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March 21, 2026Organic Chemistry Frontiers1 citations

Access to 3-Amino-carbazoles from CF3-3-Indolylmethanols via Sc(OTf)3-Catalyzed C2-Defluorinative Allylation and DBN-Promoted Dedluorinative Annulation

QLQing LiuX(Xin Liu (15110045)WRWeidong Rao

Key Points

  • To develop a new method for synthesizing 3-(2-allyl)-indolyl substituted gem-difluoroalkenes via C2-defluorination.
  • Utilized Sc(OTf)3 as a catalyst for allylation of trifluoromethylated indolylmethanols.
  • Implemented a diazo-free reaction protocol while ensuring regioselectivity.
  • Explored broad substrate applicability in the synthesis process.
  • Achieved efficient synthesis of 3-(2-allyl)-indolyl substituted gem-difluoroalkenes.
  • Demonstrated exceptional regioselectivity in the reactions performed.
  • Showed promising results across diverse substrates with selective allylation and defluorination.

Abstract

A novel method for constructing 3-(2-allyl)-indolyl substituted gem-difluoroalkenes that relies on Sc(OTf)3-catalyzed C2selective allylation/defluorination cascade of trifluoromethylated 3-indolylmethanols has been realized. This diazo-free protocol features exclusive regioselectivity and broad substrate...

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Cite This Study

Liu et al. (2026) studied this question.

synapsesocial.com/papers/69be35836e48c4981c673ca8https://doi.org/10.1039/d6qo00163g
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