Palladium-Catalyzed Synthesis of β,β-Diaryl α,β-Unsaturated Ketones

被引：4

作者：

Zheng, Yi-lin ^{[1
]}

Xiao, Li ^{[1
]}

Xie, Qiong ^{[1
]}

Shao, Li-ming ^{[1
,2
]}

机构：

[1] Fudan Univ, Sch Pharm, Dept Med Chem, 826 Zhangheng Rd, Shanghai 201203, Peoples R China

[2] Fudan Univ, State Key Lab Med Neurobiol, 138 Yixueyuan Rd, Shanghai 200032, Peoples R China

来源：

SYNTHESIS-STUTTGART | 2019年 / 51卷 / 06期

基金：

中国国家自然科学基金;

关键词：

ketones; palladium; 4,5-diazafluoren-9-one; oxidation; cross-coupling; AEROBIC DEHYDROGENATION; MOLECULAR-OXYGEN; HECK REACTIONS; OXIDATIVE REARRANGEMENT; KETENE DITHIOACETALS; CARBONYL-COMPOUNDS; ARYL HALIDES; PD; ELIMINATION; ARYLATION;

D O I：

10.1055/s-0037-1611354

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We herein describe a versatile palladium-catalyzed synthesis of ,-diaryl ,-unsaturated ketones. A broad range of aryl halides react with -arylbutanones to afford biologically useful, symmetrical and unsymmetrical ketones. The use of 4,5-diazafluoren-9-one and oxygen makes this one-pot reaction more applicable. A plausible mechanism involving palladium-catalyzed oxidative Heck-type cross-coupling is also proposed.

引用

页码：1455 / 1465

页数：11

共 50 条

[21] Palladium-Catalyzed Defluorinative Alkylation of gem-Difluoroalkenes with Cyclopropanols: Stereoselective Synthesis of γ-Fluorinated γ,δ-Unsaturated Ketones
Kong, Lingyu
Ti, Wenqing
Lin, Aijun
Yao, Hequan
Huang, Yue
Li, Xuanyi
ORGANIC LETTERS, 2024, 26 (17) : 3591 - 3596
[22] Palladium-Catalyzed Carbonylative Cyclization of β-Bromo-α,β-Unsaturated Ketones Leading to Alkylidenefuranones
Chan Sik Cho
Hyo Bo Kim
Catalysis Letters, 2010, 140 : 116 - 120
[23] Palladium-Catalyzed Carbonylative Cyclization of β-Bromo-α,β-Unsaturated Ketones Leading to Alkylidenefuranones
Cho, Chan Sik
Kim, Hyo Bo
CATALYSIS LETTERS, 2010, 140 (3-4) : 116 - 120
[24] SYNTHESIS OF SUBSTITUTED FURANS BY PALLADIUM-CATALYZED CYCLIZATION OF ACETYLENIC KETONES
FUKUDA, Y
SHIRAGAMI, H
UTIMOTO, K
NOZAKI, H
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (20): : 5816 - 5819
[25] New palladium-catalyzed method for the synthesis of novel aromatic ketones
Tryhubenko, Jordan
Amick, Aaron W.
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 243
[26] Synthesis of substituted isoquinolines utilizing palladium-catalyzed α-arylation of ketones
Donohoe, Timothy J.
Pilgrim, Ben S.
Jones, Geraint R.
Bassuto, Jose A.
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2012, 109 (29) : 11605 - 11608
[27] Investigation on palladium-catalyzed α-heteroarylation of ketones
Johnson, Nathan
Thuy Do
Ma, Lili
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 251
[28] Palladium-catalyzed Decarboxylative α-Polyfluoroarylation of Ketones
Doi, Ryohei
Hayashi, Kanako
Sato, Yoshihiro
CHEMISTRY LETTERS, 2021, 50 (06) : 1181 - 1183
[29] One-pot synthesis of diaryl ketones from aldehydes via palladium-catalyzed reaction with aryl boronic acids
Qin, Changming
Chen, Jiuxi
Wu, Huayue
Cheng, Jiang
Zhang, Qiang
Zuo, Bing
Su, Weike
Ding, Jinchang
TETRAHEDRON LETTERS, 2008, 49 (11) : 1884 - 1888
[30] Palladium-catalyzed addition of ketones to alkylidenecyclopropanes
Camacho, DH
Nakamura, I
Oh, BH
Saito, S
Yamamoto, Y
TETRAHEDRON LETTERS, 2002, 43 (16) : 2903 - 2907

← 1 2 3 4 5 →