Pd/C: An efficient and reusable catalyst for the synthesis of
flavones via carbonylation of aryl halides
| Zhi Li
| Yali Wan
| Xiao‐Yu Zhou
| Guangxing Li
| Kaiyi Shi
School of Chemistry and Materials
Engineering, Liupanshui Normal
University, Liupanshui, Guizhou 553004,
School of Chemistry and Chemical
Engineering, Huazhong University of
Science and Technology, Luoyu Road
1037, Wuhan, Hubei 430074, PR China
Dr. Yizhu Lei, School of Chemistry and
Materials Engineering, Liupanshui
Normal University, Liupanshui, Guizhou,
553004 (PR China).
Professor Guangxing Li, School of
Chemistry and Chemical Engineering,
Huazhong University of Science and
Technology, Wuhan, 430074 (P.R. China).
the National Natural Science Foundation
of China, Grant/Award Number: No.
21763017; the Youth Talent Growth
Project of Educational Department of
Guizhou Province, Grant/Award Number:
qian jiao he KY 264; the School‐
Level Key Discipline of Chemistry, Grant/
Award Number: LPSSYZDXK201602;
Guizhou Key Built Discipline Project,
Grant/Award Number: ZDXK24;
the Science and Technology Fund Project
of Guizhou Province, Grant/Award Num-
ber: qian ke he ji chu 1133; the Sci-
ence and Technology Creative Team
Project of Liupanshui Normal University,
This work describes an efficient and mild approach for the synthesis of flavones
via catalytic carbonylation of aryl halides with 2‐hydroxyacetophenone using
the commercial Pd/C as an efficient, heterogeneous and recyclable catalyst.
Under balloon pressure of CO, 0.6 mol% Pd/C is sufficient for moderate yields
of flavones for the carbonylation of aryl iodides under phosphine‐free
conditions and aryl bromides in the presence of phosphine ligand. The catalyst
is easily separable and shows significant recyclability. Moreover, the reaction
mechanism was discussed, and a possible mechanism that contains two
different cyclisation pathways was proposed.
aryl halide, carbonylation, flavone, heterogeneous catalysis, palladium on charcoal
1 | INTRODUCTION
The use of heterogeneous catalysts for advanced organic
transformation to minimize waste production and
optimize catalyst efficiency is of great interest for organic
and material chemists in nowadays.
heterogeneous catalysts present several advantages over
the homogeneous systems, such as easy catalyst separa-
tion, good recyclability and less wastes production.
These are of particular importance when the catalyst is
Received: 25 July 2017 Revised: 5 October 2017 Accepted: 6 October 2017
Appl Organometal Chem. 2018;32:e4163.
Copyright © 2017 John Wiley & Sons, Ltd.wileyonlinelibrary.com/journal/aoc 1of7