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

[41] Synthesis of Biindene Derivatives via Pd-Catalyzed Alkene Difunctionalization Reactions
Perez, Alma R.
Hanks, Garret T.
Bornowski, Evan C.
Wolfe, John P.
ORGANIC LETTERS, 2024, 26 (20) : 4361 - 4364
[42] Pd-Catalyzed Highly Enantioselective Synthesis of Planar Chiral Ferrocenylpyridine Derivatives
Gao, De-Wei
Zheng, Chao
Gu, Qing
You, Shu-Li
ORGANOMETALLICS, 2015, 34 (18) : 4618 - 4625
[43] Pd-Catalyzed Asymmetric Decarboxylative Cycloaddition of Vinylethylene Carbonates with Imines
Yang, Lei
Khan, Ajmal
Zheng, Renfeng
Jin, Long Yi
Zhang, Yong Jian
ORGANIC LETTERS, 2015, 17 (24) : 6230 - 6233
[44] Pd-catalyzed synthesis of arylacetic acid derivatives from boronic acids
Goossen, LJ
CHEMICAL COMMUNICATIONS, 2001, (07) : 669 - 670
[45] Stereospecific cascade cyclization reaction with the formation of tetracyclic hexacoordinated phosphorus derivatives
Pudovik, Mikhail A.
Kibardina, Lyudmila K.
Terent'eva, Svetlana A.
Burilov, Alexander R.
Kataeva, Olga N.
Chmutova, Galina A.
Latypov, Shamil K.
Sinyashin, Oleg G.
Alfonsov, Vladimir A.
MENDELEEV COMMUNICATIONS, 2010, 20 (04) : 226 - 228
[46] Domino Pd-Catalyzed Heck Cyclization and Bismuth-Catalyzed Hydroamination: Formal Synthesis of Elacomine and Isoelacomine
Kamisaki, Haruhi
Nanjo, Takeshi
Tsukano, Chihiro
Takemoto, Yoshiji
CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (02) : 626 - 633
[47] Lithioarene Cycliacylation and Pd-Catalyzed Aminoethylation/Cyclization to Access Electronically Diverse Saturated Isoquinoline Derivatives
Buchman, Marek
Farney, Elliot P.
Greszler, Stephen N.
Altenbach, Robert J.
Gfesser, Gregory A.
Voight, Eric A.
JOURNAL OF ORGANIC CHEMISTRY, 2022, 87 (01): : 776 - 789
[48] Stereoselective Synthesis of 1,3-Amino Alcohols by the Pd-Catalyzed Cyclization of Trichloroacetimidates
Xie, Yuanzhen
Yu, Kai
Gu, Zhenhua
JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (03): : 1289 - 1302
[49] Cascade Pd-Catalyzed Azide-Isocyanide Cross Coupling/Cyclization/Lactamization Reactions for the Synthesis of Tricyclic Guanidine-Containing Polyheterocycles
Ma, Xiaoming
Gao, Zijie
Niu, Jiawei
Zhang, Sai
Luo, Lingfeng
Yan, Shenghu
Zhang, Qiang
Zhang, Wei
JOURNAL OF ORGANIC CHEMISTRY, 2025, 90 (07): : 2707 - 2716
[50] Pd-Catalyzed Dearomative Carboxylation of Indolylmethanol Derivatives
Mita, Tsuyoshi
Ishii, Sho
Higuchi, Yuki
Sato, Yoshihiro
ORGANIC LETTERS, 2018, 20 (23) : 7603 - 7606

← 1 2 3 4 5 →