Alkylation/1,2-aryl migration of α-aryl allylic alcohols with α-carbonyl alkyl bromides using visible-light photoredox catalysis

被引:58
|
作者
Li, Yang [1 ]
Liu, Bang [1 ]
Ouyang, Xuan-Hui [1 ]
Song, Ren-Jie [1 ]
Li, Jin-Heng [1 ,2 ]
机构
[1] Hunan Univ, Coll Chem & Chem Engn, State Key Lab Chemo Biosensing & Chemometr, Changsha 410082, Peoples R China
[2] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
来源
ORGANIC CHEMISTRY FRONTIERS | 2015年 / 2卷 / 11期
关键词
OXIDATIVE ARYLALKYLATION; BOND FUNCTIONALIZATION; 1,2-ARYL MIGRATION; ACTIVATED ALKENES; ORGANIC-SYNTHESIS; RADICAL-ADDITION; HECK REACTION; REARRANGEMENT; TRIFLUOROMETHYLATION; DIFUNCTIONALIZATION;
D O I
10.1039/c5qo00220f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel visible-light-induced alkene difunctionalization strategy is described for the synthesis of 1,5-dicarbonyl compounds from two reaction partners, alpha-aryl allylic alcohols and alpha-carbonyl alkyl bromides. This method is successful by sequential alkylation of an alkene C-C double bond and intramolecular 1,2-aryl migration, and shows a broad substrate scope, excellent functional group tolerance and good selectivity.
引用
收藏
页码:1457 / 1467
页数:11
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