Visible light mediated chemo-selective oxidation of benzylic alcohols

被引：36

作者：

Devari, Shekaraiah ^{[1
]}

Rizvi, Masood Ahmad ^{[2
]}

Shah, Bhahwal Ali ^{[1
]}

机构：

[1] CSIR Indian Inst Integrat Med, Nat Product Microbes, Acad Sci & Innovat Res AcSIR, Canal Rd, Jammu 180001, India

[2] Univ Kashmir, Dept Chem, Srinagar, Jammu & Kashmir, India

来源：

TETRAHEDRON LETTERS | 2016年 / 57卷 / 30期

关键词：

Chemoselective oxidation; Eosin Y; TBHP; Photoredox; Visible light; C BOND-CLEAVAGE; AEROBIC OXIDATION; CHEMOSELECTIVE OXIDATION; MOLECULAR-OXYGEN; METAL-FREE; PHOTOCATALYTIC OXIDATION; ACETOPHENONE DERIVATIVES; ACRONYCHIA-PEDUNCULATA; ALPHA-KETOAMIDES; NATURAL-PRODUCTS;

D O I：

10.1016/j.tetlet.2016.06.046

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly chemoselective visible light mediated strategy has been developed for oxidation of benzylic alcohols. The method circumvents the use of toxic metal catalysts, high energy light source, and operates at room temperature. Furthermore reaction is easily scalable to gram levels. (C) 2016 Elsevier Ltd. All rights reserved.

引用

页码：3294 / 3297

页数：4

共 47 条

[41] Lewis Base Catalysis by Thiourea: N-Bromosuccinimide-Mediated Oxidation of Alcohols [J].

Tripathi, Chandra Bhushan ;

Mukherjee, Santanu .

JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (03) :1592-1598

[42] Solar Photochemical Oxidations of Benzylic and Allylic Alcohols Using Catalytic Organo-oxidation with DDQ: Application to Lignin Models [J].

Walsh, Katie ;

Sneddon, Helen F. ;

Moody, Christopher J. .

ORGANIC LETTERS, 2014, 16 (19) :5224-5227

[43] Selective Oxidation of Unsaturated Alcohols Catalyzed by Sodium Nitrite and 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone with Molecular Oxygen under Mild Conditions [J].

Wang, Lianyue ;

Li, Jun ;

Yang, Hua ;

Lv, Ying ;

Gao, Shuang .

JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (01) :790-794

[44] Visible-light initiated oxidative cyclization of phenyl propiolates with sulfinic acids to coumarin derivatives under metal-free conditions [J].

Yang, Wenchao ;

Yang, Shuai ;

Lia, Pinhua ;

Wang, Lei .

CHEMICAL COMMUNICATIONS, 2015, 51 (35) :7520-7523

[45] Recent developments in the aerobic oxidation of alcohols [J].

Zhan, BZ ;

Thompson, A .

TETRAHEDRON, 2004, 60 (13) :2917-2935

[46] Oxygen Atom Transfer in the Photocatalytic Oxidation of Alcohols by TiO2: Oxygen Isotope Studies [J].

Zhang, Miao ;

Wang, Qi ;

Chen, Chuncheng ;

Zang, Ling ;

Ma, Wanhong ;

Zhao, Jincai .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (33) :6081-6084

[47] Cross-Coupling Hydrogen Evolution Reaction in Homogeneous Solution without Noble Metals [J].

Zhong, Jian-Ji ;

Meng, Qing-Yuan ;

Liu, Bin ;

Li, Xu-Bing ;

Gao, Xue-Wang ;

Lei, Tao ;

Wu, Cheng-Juan ;

Li, Zhi-Jun ;

Tung, Chen-Ho ;

Wu, Li-Zhu .

ORGANIC LETTERS, 2014, 16 (07) :1988-1991

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