A Green Nanopalladium-Supported Catalyst for the Microwave-Assisted Direct Synthesis of Xanthones

被引:13
|
作者
Sebastian Steingruber, H. [1 ]
Mendioroz, Pamela [1 ]
Diez, Alejandra S. [1 ]
Gerbino, Dario C. [1 ]
机构
[1] Univ Nacl Sur, Dept Quim, Inst Quim Sur, INQUISUR CONICET UNS, Ave Alem 1253, RA-8000 Bahia Blanca, Buenos Aires, Argentina
来源
SYNTHESIS-STUTTGART | 2020年 / 52卷 / 04期
关键词
xanthones; coupling; microwave-assisted synthesis; palladium nanoparticles; green biochar; ONE-STEP SYNTHESIS; NATURAL-PRODUCTS; PALLADIUM; ARYLATION; ARYL; THIOXANTHONES; ACYLATION; PHENOLS; ROUTE; SALICYLALDEHYDES;
D O I
10.1055/s-0039-1691069
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report an efficient, selective, rapid and eco-friendly protocol for the one-step synthesis of a small xanthone library via an intermolecular catalytic coupling from readily available salicylaldehydes and 1,2-dihaloarenes under ligand-free conditions. To achieve this advantageous direct annulation, we used a novel recoverable palladium nanocatalyst supported on a green biochar under microwave irradiation. Unlike other existing palladium-based approaches, our synthetic strategy showed a greater operational simplicity, drastic reduction in reaction times, and an excellent tolerance to diverse functional groups. The reaction proceeds in very good yields and with high regioselectivity. The novel heterogeneous catalyst can be recycled and reused up to four times without significant loss of activity.
引用
收藏
页码:619 / 628
页数:10
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