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May 6, 2026Asian Journal of Organic Chemistry

Catalytic Stereoselective Access to Dihydrofuranocarbazoles via a Friedel–Crafts Alkylation/Annulation Sequence

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Authors

XZXuehuan ZhangLSLingsheng ShiGCGuichuan Chen

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Overview

Randomized trial examines a new method to create dihydrofuranocarbazoles with enhanced stereocontrol and yield.

Key Points

  • The aim is to develop an efficient stereoselective method for synthesizing dihydrofuranocarbazoles using Friedel-Crafts reactions.
  • Conducted a catalytic Friedel-Crafts alkylation/annulation between bromonitrostyrenes and hydroxycarbazoles.
  • Utilized a bifunctional squaramide catalyst.
  • Evaluated yields and stereocontrol under mild conditions with broad functional group compatibility.
  • Achieved up to 84% yield of target compounds with excellent stereocontrol, demonstrated by >20:1 diastereomeric ratio and 99% enantiomeric excess.
  • Showed scalability and applicability for further product derivatization.

Cite This Study

Zhang et al. (2026) studied this question.

synapsesocial.com/papers/69fadaab03f892aec9b1e538https://doi.org/10.1002/ajoc.70424
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