Sequential Catalysis Enables C 2 ‐Preferential Functionalization of Quinone Imine Ketal With α ‐Amino Ynones

A sequential AuCl/CuCl/CPA catalytic system was developed for the C 2 ‐preferential coupling of QIK 2a with pyrrolone nucleophiles generated in situ from α ‐amino ynones. This protocol combines Au‐catalyzed nucleophile formation with CuCl/ rac ‐CPA‐promoted regioselective trapping, affording C 2 ‐addition products in moderate to good yields. Representative C 3 ‐addition products obtained under CPA‐controlled conditions further reveal the tunable regioselectivity of this system. Preliminary asymmetric studies with enantiopure CPAs delivered selected C 2 adducts with up to 82% ee , and scale‐up/derivatization experiments demonstrated the synthetic utility of the products.

Authors

Institutions

Publication Details

Journal
Advanced Synthesis & Catalysis
Published
2026-10-13
DOI
https://doi.org/10.1002/adsc.70797
Primary Topic
Catalytic Alkyne Reactions
Type
article
Field-Weighted Citation Impact
0.00

Funders

Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Sequential Catalysis Enables C 2 ‐Preferential Functionalization of Quinone Imine Ketal With α ‐Amino Ynones

Shenci Lu, Zi‐Qiang Rong, Xiaolan Xin, Zhifeng Tu et al.
Advanced Synthesis & Catalysis
Catalytic Alkyne Reactions
article

Sequential Catalysis Enables C 2 ‐Preferential Functionalization of Quinone Imine Ketal With α ‐Amino Ynones

Shenci Lu, Zi‐Qiang Rong, Xiaolan Xin, Zhifeng Tu, Haiying Xu, Xudong Wang
article en

Abstract

A sequential AuCl/CuCl/CPA catalytic system was developed for the C 2 ‐preferential coupling of QIK 2a with pyrrolone nucleophiles generated in situ from α ‐amino ynones. This protocol combines Au‐catalyzed nucleophile formation with CuCl/ rac ‐CPA‐promoted regioselective trapping, affording C 2 ‐addition products in moderate to good yields. Representative C 3 ‐addition products obtained under CPA‐controlled conditions further reveal the tunable regioselectivity of this system. Preliminary asymmetric studies with enantiopure CPAs delivered selected C 2 adducts with up to 82% ee , and scale‐up/derivatization experiments demonstrated the synthetic utility of the products.

Advanced Synthesis & CatalysisVol. 368(20)
Huaibei Normal University (CN), Northwestern Polytechnical University (CN)
Anhui Provincial Department of Education, Huaibei Normal University
Openalex Percentile: Top 25%
Catalytic Alkyne Reactions
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.