[4+2] Annulation Cascades of 2-Bromo-1-arylpropan-1-ones with Terminal Alkynes Involving C-Br/C-H Functionalization

被引：14
|
作者：
Ouyang, Xuan-Hui [1 ]
Hu, Chao [1 ]
Song, Ren-Jie [1 ]
Li, Jin-Heng [1 ,2 ]
机构：
[1] Nanchang Hangkong Univ, Key Lab Jiangxi Prov Persistent Pollutants Contro, Nanchang 330063, Jiangxi, Peoples R China
[2] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China
来源：
ORGANIC LETTERS | 2018年 / 20卷 / 15期
关键词：
HECK-TYPE REACTION; VISIBLE-LIGHT; RADICAL ALKENYLATION; METALLAPHOTOREDOX CATALYSIS; TANDEM CYCLIZATION; BROMIDES; ALKENES; HALIDES; CARBOCYCLIZATION; DERIVATIVES;
D O I：
10.1021/acs.orglett.8b01962
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Straightforward access to various substituted naphthalenones by copper-catalyzed [4 + 2] annulation cascades of 2-bromo-l-arylpropan-1-ones with terminal alkynes is presented. Employing a Cu(MeCN)(4)PF4 catalyst and 1,10-phenanthroline (1,10-Phen) ligand enables the formation of three new C-C bonds in a single reaction via [4 + 2] annulation of a 2-bromo-1-arylpropan-1-one with an alkyne followed by alpha-alkylation with the other 2-bromo-1-arylpropan-1-one with excellent functional group tolerance and step efficiency.
引用
收藏
页码：4659 / 4662
页数：4
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