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

[21] Synthesis of (+)-solenopsin via Pd-catalyzed N-alkylation and cyclization
Suzuki, Kana
Hattori, Yasunao
Kawamura, Atsushi
Makabe, Hidefumi
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 2021, 85 (02) : 223 - 227
[22] TANDEM PD-CATALYZED ELIMINATION-CYCLIZATION
TROST, BM
MIGNANI, S
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (18): : 3435 - 3439
[23] Preparation of Dibenzofurotropones via Pd-Catalyzed Cyclization
Lin, Yu-Wei
Liu, Shiuh-Tzung
REACTIONS, 2024, 5 (01): : 111 - 119
[24] Pd-Catalyzed Borylative Cyclization of Allenynes and Enallenes
Pardo-Rodriguez, Virtudes
Marco-Martinez, Juan
Bunuel, Elena
Cardenas, Diego J.
ORGANIC LETTERS, 2009, 11 (20) : 4548 - 4551
[25] Pd-Catalyzed Cascade Reaction for the Synthesis of 2-Substituted Indoles
Jadhav, Jagannath
Gaikwad, Vipul
Kurane, Rajanikant
Salunkhe, Rajashri
Rashinkar, Gajanan
SYNLETT, 2012, (17) : 2511 - 2515
[26] Synthesis of isochromenones and oxepines via Pd-catalyzed cascade cyclization of alkynes and benzynes involving C-H activation
Parthasarathy, Kanniyappan
Han, Han
Prakash, Chandran
Cheng, Chien-Hong
CHEMICAL COMMUNICATIONS, 2012, 48 (52) : 6580 - 6582
[27] A new Pd-catalyzed cascade reaction for the synthesis of strained aromatic polycycles
Blond, Gaelle
Bour, Christophe
Salem, Bahaa
Suffert, Jean
ORGANIC LETTERS, 2008, 10 (06) : 1075 - 1078
[28] Efficient Synthesis of Isothiochromene Derivatives by Pd-Catalyzed Hydrothiolation Reaction
Feng, Jie
Lv, Meifang
Lu, Guoping
Cai, Chun
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (24) : 5312 - 5317
[29] Pd-Catalyzed coupling reaction of cyclobutanols with propargylic carbonates
Wu, Penglin
Jia, Minqiang
Ma, Shengming
ORGANIC CHEMISTRY FRONTIERS, 2019, 6 (11) : 1757 - 1761
[30] Benzene construction via Pd-catalyzed cyclization of 2,7-alkadiynylic carbonates in the presence of alkynes
Zhang, Yuchen
Wu, Wangteng
Fu, Chunling
Huang, Xin
Ma, Shengming
CHEMICAL SCIENCE, 2019, 10 (07) : 2228 - 2235

← 1 2 3 4 5 →