Pd-Catalyzed cross-coupling synthesis of 4-aryl-3-formylcoumarins

被引：1

作者：

Rao, Maddali L. N. ^{[1
]}

Nand, Sachchida ^{[1
]}

机构：

[1] Indian Inst Technol Kanpur, Dept Chem, Kanpur 208016, Uttar Pradesh, India

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2022年 / 20卷 / 05期

关键词：

ONE-POT SYNTHESIS; TRIARYLBISMUTH REAGENTS; COUMARIN DERIVATIVES; ARYLBORONIC ACIDS; NATURAL-PRODUCTS; DIARYL KETONES; THREEFOLD; ARYLATIONS; ALDEHYDES; DYE;

D O I：

10.1039/d1ob02016a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The threefold cross-coupling of triarylbismuth reagents with 4-chloro-3-formylcoumarins furnished the corresponding 4-aryl-3-formylcoumarins in a chemoselective manner with high yields under Pd-catalyzed conditions. This method was successfully applied to electronically different triarylbismuth reagents and 4-chloro-3-formylcoumarins preserving the 3-formyl group in the coumarin scaffold.

引用

页码：1053 / 1057

页数：5

共 50 条

[31] Efficient synthesis of 3-aryl-1H-indazol-5-amine by Pd-catalyzed Suzuki-Miyaura cross-coupling reaction under microwave-assisted conditions [J].

Wang, Shengqiang ;

Guo, Ruiyun ;

Li, Jingya ;

Zou, Dapeng ;

Wu, Yangjie ;

Wu, Yusheng .

TETRAHEDRON LETTERS, 2015, 56 (24) :3750-3753

[32] ppm level supported Pd-catalyzed carbonylative Suzuki-Miyaura cross-coupling of aryl iodides using oxalic acid as CO source [J].

Mehara, Pushkar ;

Sharma, Poonam ;

Sharma, Ajay Kumar ;

Shaifali ;

Das, Pralay .

MOLECULAR CATALYSIS, 2023, 550

[33] Pd-Catalyzed Coupling of Aryl Chloride, Isocyanides, and Thiocarboxylate To Synthesize Thioamides [J].

Fu, Zeyuan ;

Rong, Bingjie ;

Huang, Liangbin .

ORGANIC LETTERS, 2025, 27 (11) :2782-2787

[34] Synthesis of N-arylhydroxylamines by Pd-catalyzed coupling [J].

Beaudoin, Daniel ;

Wuest, James D. .

TETRAHEDRON LETTERS, 2011, 52 (17) :2221-2223

[35] PALLADIUM-CATALYZED CROSS-COUPLING REACTION OF HETEROARYLTRIOLBORATES WITH ARYL HALIDES FOR SYNTHESIS OF BIARYLS [J].

Yamamoto, Yasunori ;

Takizawa, Miho ;

Yu, Xiao-Qiang ;

Miyaura, Norio .

HETEROCYCLES, 2010, 80 (01) :359-368

[36] Facile Access to 3,5-Dihalogenated Pyrazoles by Sydnone Cycloaddition and their Versatile Functionalization by Pd-Catalyzed Cross-Coupling Processes [J].

Delaunay, Thierry ;

Es-Sayed, Mazen ;

Vors, Jean-Pierre ;

Monteiro, Nuno ;

Balme, Genevieve .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 2011 (20-21) :3837-3848

[37] Manganese-Catalyzed Cross-Coupling of Thiols with Aryl Iodides [J].

Liu, Tsung-Jui ;

Yi, Chih-Lun ;

Chan, Chien-Ching ;

Lee, Chin-Fa .

CHEMISTRY-AN ASIAN JOURNAL, 2013, 8 (05) :1029-1034

[38] Effect of the Dihedral Angle of Biaryl-Bridged Bis(N-HeterocylicCarbene) Ligands on Enantioselectivity in Pd-Catalyzed AsymmetricAryl-Aryl Cross-Coupling [J].

Zhang, Dao ;

Yu, Jueqin .

ORGANOMETALLICS, 2022, 41 (06) :811-819

[39] Highly (≥98 %) Selective Trisubstituted Alkene Synthesis of Wide Applicability via Fluoride-Promoted Pd-Catalyzed Cross-Coupling of Alkenylboranes [J].

Negishi, Ei-ichi ;

Tobrman, Tomas ;

Rao, Honghua ;

Xu, Shiqing ;

Lee, Ching-Tien .

ISRAEL JOURNAL OF CHEMISTRY, 2010, 50 (5-6) :696-701

[40] Pd-catalyzed Suzuki-Miyaura cross-coupling of [Ph2SR][OTf] with arylboronic acids [J].

Wang, Xiao-Yan ;

Song, Hai-Xia ;

Wang, Shi-Meng ;

Yang, Jing ;

Qin, Hua-Li ;

Jiang, Xin ;

Zhang, Cheng-Pan .

TETRAHEDRON, 2016, 72 (47) :7606-7612

← 1 2 3 4 5 →