Synthesis of Heterotriarylmethanes Catalyzed by Chiral Phosphoric Acid with 5-Aminopyrazole and Azadiene

A chiral phosphoric acid-catalyzed, efficient, operationally simple, general method for straightforward syntheses of heterotriarylmethanes employing 5-aminopyrazoles reacting with benzofurans was first reported. A wide variety of heterotriarylmethanes were obtained in good yields with excellent enantioselectivity under mild conditions. This protocol features a broad substrate scope, high functional group tolerance, and easy operation, therefore enabling late-stage functionalization. In addition, a scale-up experiment further highlighted the synthetic utility.

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Journal
The Journal of Organic Chemistry
Published
2026-01-22
DOI
https://doi.org/10.1021/acs.joc.5c02564
Primary Topic
Asymmetric Synthesis and Catalysis
Type
article
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article

Synthesis of Heterotriarylmethanes Catalyzed by Chiral Phosphoric Acid with 5-Aminopyrazole and Azadiene

Shiwu Li, Shujun Tong, Weiqi Li
The Journal of Organic Chemistry
Asymmetric Synthesis and Catalysis
article

Synthesis of Heterotriarylmethanes Catalyzed by Chiral Phosphoric Acid with 5-Aminopyrazole and Azadiene

Shiwu Li, Shujun Tong, Weiqi Li
article en

Abstract

A chiral phosphoric acid-catalyzed, efficient, operationally simple, general method for straightforward syntheses of heterotriarylmethanes employing 5-aminopyrazoles reacting with benzofurans was first reported. A wide variety of heterotriarylmethanes were obtained in good yields with excellent enantioselectivity under mild conditions. This protocol features a broad substrate scope, high functional group tolerance, and easy operation, therefore enabling late-stage functionalization. In addition, a scale-up experiment further highlighted the synthetic utility.

The Journal of Organic ChemistryVol. 91(5)
Shihezi University (CN)
Openalex Percentile: Top 81%
Asymmetric Synthesis and Catalysis
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Synthesis of Heterotriarylmethanes Catalyzed by Chiral Phosphoric Acid with 5-Aminopyrazole and Azadiene — Shiwu Li, Shujun Tong, et al. · The Journal of Organic Chemistry (2026) | TGRS Research Map | TGRS