Synthesis of Polysubstituted Aromatics via the Pd(II)-Initiated Borono-Catellani Reaction

Herein, we report a novel palladium(II)-initiated borono-Catellani reaction that utilizes widely accessible aryl boronic acids that serve as both the reaction-initiating and -terminating substrates for the first time. The borono-Catellani reaction was facilitated by cooperative catalysis between Pd(OAc)<sub>2</sub> and NBE, with air serving as the oxidizing agent, opening new venues for developing novel Catellani-type reactions. Importantly, this method is compatible with a wide range of substrates, including naphthaleneboronic acid, phenylboric acid derivatives, alkyl iodides, and aryl iodides, under these environmentally friendly and mild reaction conditions, thereby demonstrating versatile functional group compatibility for the synthesis of valuable polysubstituted aromatics.

Authors

Institutions

Publication Details

Journal
Organic Letters
Published
2025-03-06
DOI
https://doi.org/10.1021/acs.orglett.5c00503
Primary Topic
Organoboron and organosilicon chemistry
Type
article
Field-Weighted Citation Impact
0.00

Funders

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

Synthesis of Polysubstituted Aromatics via the Pd(II)-Initiated Borono-Catellani Reaction

Qiuling Song, Shanshan Cheng, Yong Lu, Wangyang Li
Organic Letters
Organoboron and organosilicon chemistry
article

Synthesis of Polysubstituted Aromatics via the Pd(II)-Initiated Borono-Catellani Reaction

Qiuling Song, Shanshan Cheng, Yong Lu, Wangyang Li
article en

Abstract

Herein, we report a novel palladium(II)-initiated borono-Catellani reaction that utilizes widely accessible aryl boronic acids that serve as both the reaction-initiating and -terminating substrates for the first time. The borono-Catellani reaction was facilitated by cooperative catalysis between Pd(OAc)<sub>2</sub> and NBE, with air serving as the oxidizing agent, opening new venues for developing novel Catellani-type reactions. Importantly, this method is compatible with a wide range of substrates, including naphthaleneboronic acid, phenylboric acid derivatives, alkyl iodides, and aryl iodides, under these environmentally friendly and mild reaction conditions, thereby demonstrating versatile functional group compatibility for the synthesis of valuable polysubstituted aromatics.

Organic LettersVol. 27(11)
Fuzhou University (CN), Nanjing University (CN)
National Natural Science Foundation of China, Natural Science Foundation of Fujian Province, State Key Laboratory of Coordination Chemistry, National Key Research and Development Program of China
Openalex Percentile: Top 97%
Organoboron and organosilicon chemistry
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.