Sodium Copper Chlorophyllin Catalyzed Chemoselective Oxidation of Benzylic Alcohols and Diarylmethanes in Water

被引：4
|
作者：
Liu, Shi-juan [1 ,2 ]
Zhang, Miao [2 ]
Lu, Rong [2 ]
Li, Xiu-ying [1 ,2 ]
Che, Guang-bo [1 ]
机构：
[1] Jilin Normal Univ, Minist Educ, Key Lab Preparat & Applicat Environm Friendly Mat, Changchun 130103, Jilin, Peoples R China
[2] Jilin Normal Univ, Coll Chem, Siping 136000, Peoples R China
来源：
MOLECULES | 2018年 / 23卷 / 08期
基金：
中国国家自然科学基金;
关键词：
sodium copper chlorophyllin; oxidation; alcohols; chemoselectivity; water; AEROBIC OXIDATION; PROPARGYLIC ALCOHOLS; ALDEHYDES; EFFICIENT; ABSORPTION; PORPHYRINS; PRODUCTS; KETONES;
D O I：
10.3390/molecules23081883
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
We report the highly efficient and chemoselective oxidation of benzylic alcohols catalyzed by sodium copper chlorophyllin in water, producing corresponding arylcarbonyl compounds. Importantly, the catalytic system exhibits a wide substrate scope and high functional group tolerance. Moreover, secondary alcohols and even diarylmethanes were smoothly oxidized to the desired aryl ketones with excellent yields.
引用
收藏
页数：7
相关论文
共 50 条
  • [31] Chemoselective hydrogen peroxide oxidation of allylic and benzylic alcohols under mild reaction conditions catalyzed by simple iron-picolinate complexes
    Tanaka, Shinji
    Kon, Yoshihiro
    Nakashima, Takuya
    Sato, Kazuhiko
    RSC ADVANCES, 2014, 4 (71): : 37674 - 37678
  • [32] Efficient Oxidation of Benzylic Alcohols with Sodium Perborate in Aqueous Polyethylene Glycol
    Han, Mikyoung
    Jeong, Ku Sun
    Lee, Jong Chan
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2012, 33 (07) : 2405 - 2406
  • [33] Aerobic, chemoselective oxidation of alcohols to carbonyl compounds catalyzed by a DABCO-Copper complex under mild conditions
    Mannam, Sreedevi
    Alamsetti, S. Kumar
    Sekar, G.
    ADVANCED SYNTHESIS & CATALYSIS, 2007, 349 (14-15) : 2253 - 2258
  • [34] Facile open air oxidation of benzylic alcohols in distilled water by in situ made copper(II) complexes
    Ahmad, Jahir Uddin
    Raisanen, Minna T.
    Kemell, Marianna
    Heikkila, Mikko J.
    Leskela, Markku
    Repo, Timo
    APPLIED CATALYSIS A-GENERAL, 2012, 449 : 153 - 162
  • [35] Bi2WO6: A highly chemoselective visible light photocatalyst toward aerobic oxidation of benzylic alcohols in water
    Zhang, Yanhui
    Xu, Yi-Jun
    RSC ADVANCES, 2014, 4 (06) : 2904 - 2910
  • [36] Synthesis of functionalized diarylmethanes via a copper-catalyzed cross-coupling of arylmagnesium reagents with benzylic phosphates
    Kofink, Christiane C.
    Knochel, Paul
    ORGANIC LETTERS, 2006, 8 (18) : 4121 - 4124
  • [37] Ionic liquid-H2O Resulting in a Highly Chemoselective Oxidation of Benzylic Alcohols in the Presence of Aliphatic Analogues Catalyzed by Immobilized TEMPO
    Hu Ruijun
    Lei Ming
    Wei Hegeng
    Wang Yanguang
    CHINESE JOURNAL OF CHEMISTRY, 2009, 27 (03) : 587 - 592
  • [38] SIMPLE, COPPER(I)-CATALYZED OXIDATION OF BENZYLIC/ALLYLIC ALCOHOLS TO CARBONYL COMPOUNDS: SYNTHESIS OF FUNCTIONALIZED CINNAMATES IN ONE POT
    Reddy, Alavala Gopi Krishna
    Mahendar, Lodi
    Satyanarayana, Gedu
    SYNTHETIC COMMUNICATIONS, 2014, 44 (14) : 2076 - 2087
  • [39] Studies on Iron-Catalyzed Aerobic Oxidation of Benzylic Alcohols to Carboxylic Acids
    Jiang, Xingguo
    Ma, Shengming
    SYNTHESIS-STUTTGART, 2018, 50 (08): : 1629 - 1639
  • [40] PHASE-TRANSFER CATALYZED OXIDATION OF BENZYLIC ALCOHOLS INVOLVING BENZYLTRIETHYLAMMONIUM CHLOROCHROMATE
    RAO, CS
    DESHMUKH, AA
    THAKOR, MR
    SRINIVASAN, PS
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1986, 25 (03): : 324 - 325
12345