Visible-Light-Mediated Decarboxylative Benzylation of Imines with Arylacetic Acids

被引：32

作者：

Guo, Jing ^{[1
]}

Wu, Qiao-Lei ^{[1
]}

Xie, Ying ^{[1
]}

Weng, Jiang ^{[1
]}

Lu, Gui ^{[1
]}

机构：

[1] Sun Yat Sen Univ, Sch Pharmaceut Sci, Guangdong Prov Key Lab New Drug Design & Evaluat, Guangzhou 510006, Guangdong, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 83卷 / 20期

关键词：

ALIPHATIC CARBOXYLIC-ACIDS; N-SULFONYL IMINES; C-H BONDS; PHOTOREDOX CATALYSIS; ALKYLATION; ALKENES; DERIVATIVES; 4-ALKYL-1,4-DIHYDROPYRIDINES; FUNCTIONALIZATION; FLUORINATION;

D O I：

10.1021/acs.joc.8b01849

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A straightforward method for the visible-light mediated decarboxylative benzylation of imines is reported. The key feature of this method is the use of simple primary, secondary, and tertiary arylacetic acids as precursors of benzyl radicals, enabling the facile benzylation of a variety of imines under mild conditions. A variety of structurally diverse beta-arylethylamines (37 examples) was accessed using this method.

引用

页码：12559 / 12567

页数：9

共 50 条

[11] THE DECARBOXYLATIVE ACYLATION OF ARYLACETIC ACIDS
KING, JA
MCMILLAN, FH
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1951, 73 (10) : 4911 - 4915
[12] Decarboxylative N-Alkylation of Azoles through Visible-Light-Mediated Organophotoredox Catalysis
Kobayashi, Rino
Shibutani, Shotaro
Nagao, Kazunori
Ikeda, Zenichi
Wang, Junsi
Ibanez, Ignacio
Reynolds, Matthew
Sasaki, Yusuke
Ohmiya, Hirohisa
ORGANIC LETTERS, 2021, 23 (14) : 5415 - 5419
[13] Metal-free, visible-light-mediated, decarboxylative alkylation of biomass-derived compounds
Schwarz, Johanna
Koenig, Burkhard
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 252
[14] Metal-free, visible-light-mediated, decarboxylative alkylation of biomass-derived compounds
Schwarz, Johanna
Koenig, Burkhard
GREEN CHEMISTRY, 2016, 18 (17) : 4743 - 4749
[15] Visible-Light-Mediated Direct Decarboxylative Acylation of Electron-Deficient Heteroarenes Using α-Ketoacids
Manna, Sabyasachi
Prabhu, Kandikere Ramaiah
JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (09): : 5067 - 5077
[16] Copper-Mediated Decarboxylative Sulfonylation of Arylacetic Acids with Sodium Sulfinates
Wu, Yinrong
Chen, Jiewen
Li, Lu
Wen, Kangmei
Yao, Xingang
Pang, Jianxin
Wu, Ting
Tang, Xiaodong
ORGANIC LETTERS, 2020, 22 (18) : 7164 - 7168
[17] Synthesis of β-Silyl α-Amino Acids via Visible-Light-Mediated Hydrosilylation
Wan, Yi
Zhu, Jiajie
Yuan, Qiyang
Wang, Wei
Zhang, Yongqiang
ORGANIC LETTERS, 2021, 23 (04) : 1406 - 1410
[18] Visible-Light-Mediated α-Amino Alkylation of Azomethine Imines: An Approach to N-(β-Aminoalkyl)pyrazolidinones
Matsuo, Bianca T.
Correia, Jose Tiago M.
Paixao, Marcio W.
ORGANIC LETTERS, 2020, 22 (20) : 7891 - 7896
[19] Visible-Light-Mediated Photocatalytic Deracemization
Wang, Jiahao
Lv, Xinxin
Jiang, Zhiyong
CHEMISTRY-A EUROPEAN JOURNAL, 2023, 29 (29)
[20] Visible-light-mediated synthesis of quinolines
Dhiya, Ajay Kumar
Monga, Aparna
Sharma, Anuj
ORGANIC CHEMISTRY FRONTIERS, 2021, 8 (07) : 1657 - 1676

← 1 2 3 4 5 →