4CzIPN catalyzed photochemical oxidation of benzylic alcohols

被引：13

作者：

Zhang, Heng ^{[1
]}

Guo, Tianyun ^{[1
]}

Wu, Mingzhong ^{[2
]}

Huo, Xing ^{[2
]}

Tang, Shouchu ^{[1
]}

Wang, Xiaolei ^{[2
]}

Liu, Jian ^{[1
]}

机构：

[1] Lanzhou Univ, Sch Pharm, Lanzhou 730000, Peoples R China

[2] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

来源：

TETRAHEDRON LETTERS | 2021年 / 67卷

关键词：

Photocatalysts; Oxidation; Air; Benzylic alcohols;

D O I：

10.1016/j.tetlet.2021.152878

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A green photoredox oxidation of benzylic primary and secondary alcohols to aldehydes and ketones with air as an oxidant was reported. The oxidation shows broad substrate scope and excellent selectivity over benzylic alcohols to the aliphatic alcohols. Further mechanistic studies revealed a quinuclidine mediated HAT process, and blue LEDs promoted 4CzIPN (1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene) photoredox cycle were involved in our oxidation. (C) 2021 Elsevier Ltd. All rights reserved.

引用

页数：4

共 50 条

[41] Selective oxidation of benzylic alcohols to aldehydes with metal nitrate reagents catalyzed by BEA zeolites or clays
Farkas, J
Békássy, S
Madarász, J
Figueras, F
NEW JOURNAL OF CHEMISTRY, 2002, 26 (06) : 750 - 754
[42] Copper(I)- and Mesoionic-Hydroxyamide-Catalyzed Chemoselective Aerobic Oxidation of Primary Benzylic Alcohols
Matsukawa, Yuta
Hirashita, Tsunehisa
SYNLETT, 2019, 30 (03) : 315 - 318
[43] Pd/C Catalyzed Oxidation of Secondary Benzylic Alcohols using Chlorobenzene under an Inert Condition
Lim, Minkyung
Oh, Seungchan
Rhee, Hakjune
BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2011, 32 (08) : 3179 - 3182
[44] Mild and Selective Vanadium-Catalyzed Oxidation of Benzylic, Allylic, and Propargylic Alcohols Using Air
Hanson, Susan K.
Wu, Ruilian
Silks, L. A. Pete
ORGANIC LETTERS, 2011, 13 (08) : 1908 - 1911
[45] A Green Procedure for the Ionic Liquid Catalyzed Oxidation of Benzylic Alcohols to Aldehydes or Ketones in Aqueous Media
Zhang, Guo-feng
Ji, Xiu-jie
Cheng, Bo-wen
Song, Jun
Lu, Fei
Fu, Ran-ran
Huang, Jie-ru
Su, Peng-he
Gou, Xiao-rong
Chen, Lu-yang
Liu, Chao
EIGHTH CHINA NATIONAL CONFERENCE ON FUNCTIONAL MATERIALS AND APPLICATIONS, 2014, 873 : 567 - +
[46] PHOTOCHEMICAL CLEAVAGE OF ETHERS AND ALKYLATION OF BENZYLIC ALCOHOLS WITH TRIALKYLALUMINUM COMPOUNDS
FURUKAWA, J
OMURA, K
YAMAMOTO, O
ISHIKAWA, K
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1974, (03) : 77 - 78
[47] Photochemical oxidation of benzylic alcohols at natural sunlight utilizing CuO@ZnFe-LDH/TEMPO and air as the oxidant
Mortazavi, Elham Sadat
Salimi, Mehri
Sobhani, Sara
JOURNAL OF NANOPARTICLE RESEARCH, 2025, 27 (01)
[48] The Bu4NI-catalyzed alfa-acyloxylation of ketones with benzylic alcohols
Guo, Songjin
Yu, Jin-Tao
Dai, Qiang
Yang, Haitao
Cheng, Jiang
CHEMICAL COMMUNICATIONS, 2014, 50 (47) : 6240 - 6242
[49] Visible-light-initiated 4CzIPN catalyzed multi-component tandem reactions to assemble sulfonated quinoxalin-2(1H)-ones
Wang, Zhiwei
Liu, Qishun
Liu, Ruisheng
Ji, Zhongyin
Li, Yan
Zhao, Xiaohui
Wei, Wei
CHINESE CHEMICAL LETTERS, 2022, 33 (03) : 1479 - 1482
[50] Electronic, steric, and temperature effects in the Pd(II)-biquinoline catalyzed aerobic oxidation of benzylic alcohols in water
Buffin, Brian P.
Belitz, Nadine L.
Verbeke, Sara L.
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2008, 284 (1-2) : 149 - 154

← 1 2 3 4 5 →