Palladium-catalyzed hydroarylation of 1,3-diynes with arylboronic acids

Transition-metal-catalyzed selective hydroarylation of alkynes represents a state-of-the-art approach in organic chemistry. Herein, we report the reaction of symmetrical 1,3-diynes and arylboronic acids, with Pd(OAc) 2 as the catalyst and PCy 3 as the ligand, affording functionalized enynes in good...

Full description

Saved in:
Bibliographic Details
Published in:Organic & biomolecular chemistry 2024-10, Vol.22 (41), p.8255-8258
Main Authors: Shen, Hongtao, Chen, Xiaoyu, Qiu, Jianhua, Chen, Mengqi, Zhang, Bohai, Wu, Zhiyong
Format: Article
Language:English
Subjects:
Alkynes
Chemical synthesis
Functional groups
Modular systems
Organic chemistry
Palladium
Transition metals
Citations: Items that this one cites
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Transition-metal-catalyzed selective hydroarylation of alkynes represents a state-of-the-art approach in organic chemistry. Herein, we report the reaction of symmetrical 1,3-diynes and arylboronic acids, with Pd(OAc) 2 as the catalyst and PCy 3 as the ligand, affording functionalized enynes in good to excellent yields. Its efficiency is demonstrated by its good functional group tolerance and broad substrate scope. This method offers a general, convenient, and practical strategy for the modular synthesis of multisubstituted enynes. To comprehensively elucidate the mechanism of the Pd-based catalytic system in the hydroarylation of 1,3-diynes, we performed detailed DFT computations for the Pd-catalyzed hydroarylation reaction. Herein, we report the reaction of symmetrical 1,3-diynes and arylboronic acids, with Pd(OAc) 2 as the catalyst and PCy 3 as the ligand, affording functionalized enynes in good to excellent yields.
ISSN:1477-0520
1477-0539
1477-0539
DOI:10.1039/d4ob01394h