Aerobic, Cu-catalyzed desulfitative C-C bond-forming reaction of ketene dithioacetals/vinylogous thioesters and arylboronic acids

被引：44

作者：

Dong, Ying ^{[1
]}

Wang, Mang ^{[1
,2
]}

Liu, Jun ^{[1
]}

Ma, Wei ^{[1
]}

Liu, Qun ^{[1
]}

机构：

[1] NE Normal Univ, Dept Chem, Changchun 130024, Peoples R China

[2] Nankai Univ, State Key Lab Elemento Organ Chem, Tianjin 300071, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2011年 / 47卷 / 26期

关键词：

BORONIC ACIDS; TETRASUBSTITUTED OLEFINS; ORGANOBORON COMPOUNDS; COPPER; ESTERS; BENZOFURANS; TRI;

D O I：

10.1039/c1cc11382h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new Cu-catalyzed thioorganic-boronic acid desulfitative C-C bond-forming reaction involving ketene dithioacetals/ vinylogous thioesters is reported to proceed without the assistance of ligating S-pendant. Vinylogous thiolesters and tetrasubstituted olefins were prepared by this reaction in which Cu catalyst plays a dual role under aerobic conditions.

引用

页码：7380 / 7382

页数：3

共 50 条

[41] New progress in theoretical studies on palladium-catalyzed C−C bond-forming reaction mechanisms
Hujun Xie
Ting Fan
Qunfang Lei
Wenjun Fang
Science China Chemistry, 2016, 59 : 1432 - 1447
[42] Cobalt-Catalyzed C-C Bond-Forming Reactions via Chelation-Assisted C-H Activation
Yoshikai, Naohiko
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2014, 72 (11) : 1198 - 1206
[43] Microwave-assisted Organo-catalyzed C-C and C-X (Heteroatom) Bond-forming Reactions: An Overview
Kamanna, Kantharaju
Amaregouda, Yamanappagouda
CURRENT MICROWAVE CHEMISTRY, 2021, 8 (03) : 173 - 203
[44] Hydrogen-bond-promoted C-C bond-forming reaction: Catalyst-free Michael addition reactions in ethanol
Shirakawa, Seiji
Shimizu, Shoichi
SYNLETT, 2007, (20) : 3160 - 3164
[45] Iron(III) Chloride Promoted Desulfitative C-C Coupling Reaction of α-Oxo Ketene Dithioacetals and Indoles: Highly Selective Synthesis of β,β-Bisindolyl and β-Indolyl α,β-Unsaturated Carbonyl Compounds
Yu, Haifeng
Li, Tiechun
Liao, Peiqiu
SYNTHESIS-STUTTGART, 2012, 44 (24): : 3743 - 3756
[46] Highly Efficient C-C Bond-Forming Reactions in Aqueous Media Catalyzed by Monomeric Vanadate Species in an Apatite (VAp)
Yoshida, Yuuichi
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2010, 68 (03) : 264 - 266
[47] Synthesis of complex organoamines via tandem C-C bond-forming reactions initiated by palladium-catalyzed decarboxylation
Chruma, Jason J.
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2008, 236
[48] Active Species and Mechanistic Pathways in Iron-Catalyzed C-C Bond-Forming Cross-Coupling Reactions
Cassani, Carlo
Bergonzini, Giulia
Wallentin, Carl-Johan
ACS CATALYSIS, 2016, 6 (03): : 1640 - 1648
[49] Highly efficient C-C bond-forming reactions in aqueous media catalyzed by monomeric vanadate species in an apatite framework
Hara, Takayoshi
Kanai, Satoko
Mori, Kohsuke
Mizugaki, Tomoo
Ebitani, Kohki
Jitsukawa, Koichiro
Kaneda, Kiyotomi
JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (19): : 7455 - 7462
[50] Palladium-catalyzed coupling reactions of biphenylene with olefins, arylboronic acids, and ketones involving C-C bond cleavage
Satoh, T
Jones, WD
ORGANOMETALLICS, 2001, 20 (13) : 2916 - 2919

← 1 2 3 4 5 →