Catalytic asymmetric 1,6-type Friedel–Crafts (hetero)arylations of δ-cyano substituted <i>para</i> -quinone methides with 5-aminopyrazoles

Triarylmethanes are privileged motifs in numerous biologically significant natural molecules and materials. Herein, we achieved a highly efficient enantioselective 1,6-type Friedel-Crafts (hetero)arylation of δ-cyano substituted <i>para</i>-quinone methides with 5-aminopyrazoles. This method enabled the precise synthesis of chiral triarylmethanes with a cyanide-substituted all-carbon quaternary center, with high yields and exceptional enantioselectivities (up to 92% ee) for the majority of substrates.

Authors

Institutions

Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2025-12-22
DOI
https://doi.org/10.1039/d5ob01738f
Primary Topic
Synthesis of Indole Derivatives
Type
article
Field-Weighted Citation Impact
0.00
Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Catalytic asymmetric 1,6-type Friedel–Crafts (hetero)arylations of δ-cyano substituted para -quinone methides with 5-aminopyrazoles

Xiaojing Zhao, Yi Hu, Fen Gao, Hui-Qiao Song et al.
Organic & Biomolecular Chemistry
Synthesis of Indole Derivatives
article

Catalytic asymmetric 1,6-type Friedel–Crafts (hetero)arylations of δ-cyano substituted para -quinone methides with 5-aminopyrazoles

Xiaojing Zhao, Yi Hu, Fen Gao, Hui-Qiao Song, Shi-Na Zhao, Yonghui He
article en

Abstract

Triarylmethanes are privileged motifs in numerous biologically significant natural molecules and materials. Herein, we achieved a highly efficient enantioselective 1,6-type Friedel-Crafts (hetero)arylation of δ-cyano substituted <i>para</i>-quinone methides with 5-aminopyrazoles. This method enabled the precise synthesis of chiral triarylmethanes with a cyanide-substituted all-carbon quaternary center, with high yields and exceptional enantioselectivities (up to 92% ee) for the majority of substrates.

Organic & Biomolecular ChemistryVol. 24(4)
Minzu University of China (CN), State Ethnic Affairs Commission (CN)
Openalex Percentile: Top 34%
Synthesis of Indole Derivatives
AI Navigator

Ask Laika to Summarize, Analyze, and Connect papers live on the map.

Summarize Papers & Methodologies

Extract key findings, datasets, and comparative methods across publications.

Benchmark Rankings & Visual Analytics

Rank top research institutions, authors, funders, topics, and journals by Field-Weighted Citation Impact (FWCI) and paper volume with instant charts.

Connect Distant Disciplines

Bridge topological clusters on the map to find hidden collaborative intersections.