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

[1] Pd-Catalyzed Domino Cross-Coupling: Synthesis of Functionalized 4-(Arylethynyl)Coumarins
Rao, Maddali L. N.
Nand, Sachchida
Murty, Venneti N.
ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 10 (07) : 1822 - 1827
[2] Sequential and iterative Pd-catalyzed cross-coupling reactions in organic synthesis
Dobrounig, Patrick
Trobe, Melanie
Breinbauer, Rolf
MONATSHEFTE FUR CHEMIE, 2017, 148 (01): : 3 - 35
[3] Precatalyst Effects on Pd-Catalyzed Cross-Coupling Difluoromethylation of Aryl Boronic Acids
Hori, Kaishi
Motohashi, Hirotaka
Saito, Daichi
Mikami, Koichi
ACS CATALYSIS, 2019, 9 (01): : 417 - 421
[4] Synthesis of C4-alkynylisoxazoles via a Pd-catalyzed Sonogashira cross-coupling reaction
Yang, Wen
Yao, Yongqi
Yang, Xin
Deng, Yingying
Lin, Qifu
Yang, Dingqiao
RSC ADVANCES, 2019, 9 (16) : 8894 - 8904
[5] Pd-catalyzed cross-coupling reactions of alkyl halides
Kambe, Nobuaki
Iwasaki, Takanori
Terao, Jun
CHEMICAL SOCIETY REVIEWS, 2011, 40 (10) : 4937 - 4947
[6] Pd-Catalyzed Transfer of Difluorocarbene for Three Component Cross-Coupling
Xu, Zhi-Wei
Zhang, Wei
Lin, Jin-Hong
Jin, Chuan-Ming
Xiao, Ji-Chang
CHINESE JOURNAL OF CHEMISTRY, 2020, 38 (12) : 1647 - 1650
[7] Switchable Selectivity in the Pd-Catalyzed Alkylative Cross-Coupling of Esters
Masson-Makdissi, Jeanne
Vandavasi, Jaya Kishore
Newman, Stephen G.
ORGANIC LETTERS, 2018, 20 (13) : 4094 - 4098
[8] Pd-Catalyzed Cross-Coupling of Aryl lithium Reagents with 2-Alkoxy-Substituted Aryl Chlorides: Mild and Efficient Synthesis of 3,3′-Diaryl BINOLs
Castello, Luis M.
Hornillos, Valentin
Vila, Carlos
Giannerini, Massimo
Fananas-Mastral, Martin
Feringa, Ben L.
ORGANIC LETTERS, 2015, 17 (01) : 62 - 65
[9] Pd-Catalyzed Cross-Coupling Reactions of Hydrazones: Regioselective Synthesis of Highly Branched Dienes
Ojha, Devi Prasan
Prabhu, Kandikere Ramaiah
JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (23) : 12136 - 12143
[10] Sequential In-catalyzed intramolecular hydroarylation and Pd-catalyzed cross-coupling reactions using bromopropargyl aryl ethers and amines
Alonso-Maranon, Lorena
Sarandeses, Luis A.
Montserrat Martinez, M.
Perez Sestelo, Jose
ORGANIC CHEMISTRY FRONTIERS, 2017, 4 (04): : 500 - 505

← 1 2 3 4 5 →