Pd-catalyzed cascade cyclization of allenylethylene carbonates and indandiones: Synthesis of tetracyclic dihydrocyclopentaindenofuranone derivatives

被引：8

作者：

Dong, Yujie ^{[1
]}

Liu, Jun ^{[1
]}

Gao, Xing ^{[1
]}

Pan, Ting ^{[1
]}

Mao, Biming ^{[1
]}

Yu, Songcheng ^{[2
]}

Wu, Yongjun ^{[2
]}

Zhang, Cheng ^{[1
]}

Guo, Hongchao ^{[1
]}

机构：

[1] China Agr Univ, Innovat Ctr Pesticide Res, Dept Chem, Beijing 100193, Peoples R China

[2] Zhengzhou Univ, Coll Publ Hlth, Zhengzhou 450001, Peoples R China

来源：

CHINESE CHEMICAL LETTERS | 2023年 / 34卷 / 10期

关键词：

Palladium; Allenylethylene carbonates; Indandiones; Cascade cyclization; Decarboxylation; VINYLETHYLENE CARBONATES; CYCLOADDITION; CONSTRUCTION;

D O I：

10.1016/j.cclet.2023.108297

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A palladium-catalyzed cascade cyclization of allenylethylene carbonates with 1,3-indandiones was developed, providing biologically interesting tetracyclic dihydrocyclopentaindenofuranone derivatives having three contiguous quaternary carbon centers in moderate to high yields with excellent diastereoselectivities. In this reaction, the allene moiety was fully fused into the cyclopentene ring.& COPY; 2023 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.

引用

页数：4

共 50 条

[31] Pd-Catalyzed Decarboxylative Cycloaddition of Vinylethylene Carbonates with Isothiocyanates
Xiong, Wei
Zhang, Shengjun
Li, Huijun
Zhang, Zhifeng
Xu, Tongyu
JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (14): : 8773 - 8779
[32] Pd-Catalyzed Cascade Metallo-Ene Cyclization/Metallo-Carbene Coupling of Allenamides
Cao, Chengqiang
Yang, Yi
Li, Xin
Liu, Yunxia
Liu, Hui
Zhao, Zengdian
Chen, Lei
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 2021 (10) : 1538 - 1542
[33] Total Synthesis of Taxol Enabled by Intermolecular Radical Coupling and Pd-Catalyzed Cyclization
Watanabe, Takahiro
Oga, Kyohei
Matoba, Hiroaki
Nagatomo, Masanori
Inoue, Masayuki
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2023, 145 (47) : 25894 - 25902
[34] Synthesis of benzooxepane-fused cyclobutene derivatives via Pd-catalyzed cascade reactions of haloarenes and diynylic ethers
Zhu, Shugao
Huang, Wenliang
Liu, Shihan
Yu, Rongjing
Ma, Yufeng
Wang, Hong
Zhang, Rui
Liu, Bin
Lan, Yu
Shen, Ruwei
CHEMICAL COMMUNICATIONS, 2024, 60 (44) : 5707 - 5710
[35] Synthesis of Sulfur-Bridged Polycycles via Pd-Catalyzed Dehydrogenative Cyclization
Wang, Binjie
Liu, Yue
Lin, Cong
Xu, Yiming
Liu, Zhanxiang
Zhang, Yuhong
ORGANIC LETTERS, 2014, 16 (17) : 4574 - 4577
[36] Pd-catalyzed 5-exo-dig cyclization/etherification cascade of N-propargyl arylamines for the synthesis of polysubstituted furans
Li, Meng-Ru
Zheng, Meng-Yao
Wang, Dong-Chao
Guo, Hai-Ming
CHEMICAL COMMUNICATIONS, 2024, 60 (60) : 7721 - 7724
[37] Synthesis of dihydroindenofuran scaffold via a Pd-catalyzed 5-endo-trig cyclization/enolate O-alkylation cascade
Kim, Eun Sun
Kim, Ko Hoon
Park, Sunhong
Kim, Jae Nyoung
TETRAHEDRON LETTERS, 2010, 51 (35) : 4648 - 4652
[38] Recent advances in Pd-catalyzed asymmetric cyclization reactions
Xu, Bing
Wang, Quanpu
Fang, Chao
Zhang, Zhan-Ming
Zhang, Junliang
CHEMICAL SOCIETY REVIEWS, 2024, 53 (02) : 883 - 971
[39] Synthesis of chiral hydantoin derivatives by homogeneous Pd-catalyzed asymmetric hydrogenation
Ma, Bao-De
Du, Sheng-Hua
Wang, Yu
Ou, Xiao-Ming
Huang, Ming-Zhi
Wang, Li-Xin
Wang, Xiao-Guang
TETRAHEDRON-ASYMMETRY, 2017, 28 (01) : 47 - 53
[40] Versatile Synthesis of Pentalene Derivatives via the Pd-Catalyzed Homocoupling of Haloenynes
Levi, Zerubba U.
Tilley, T. Don
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (08) : 2796 - +

← 1 2 3 4 5 →