Oxidation Potential Tunable Organic Molecules and Their Catalytic Application to Aerobic Dehydrogenation of Tetrahydroquinolines

被引：24

作者：

Jung, Dahyeon

Jang, Seol Heui

Yim, Taeeun ^{[1
]}

Kim, Jinho ^{[1
]}

机构：

[1] Incheon Natl Univ, Dept Chem, 119 Acad Ro, Incheon 22012, South Korea

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 20期

基金：

新加坡国家研究基金会;

关键词：

HIGHLY EFFICIENT; SELECTIVE OXIDATION; ELECTRON-TRANSFER; PRIMARY AMINES; METAL-FREE; ALCOHOLS; NITRILES; ALDEHYDES; 1,2,3,4-TETRAHYDROQUINOLINES; REAGENTS;

D O I：

10.1021/acs.orglett.8b02749

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In this work, oxidation potential tunable organic molecules, alkyl 2-phenyl hydrazocarboxylates, were disclosed. The exquisite tuning of their oxidation potentials facilitated a catalytic dehydrogenation of 1,2,3,4-tetrahydroquinolines in the presence of Mn(Pc) and O-2.

引用

页码：6436 / 6439

页数：4

共 52 条

[1] Aerobic Copper-Catalyzed Organic Reactions
Allen, Scott E.
Walvoord, Ryan R.
Padilla-Salinas, Rosaura
Kozlowski, Marisa C.
[J]. CHEMICAL REVIEWS, 2013, 113 (08) : 6234 - 6458
[2] Efficient dehydrogenation of 1,2,3,4-tetrahydroquinolines mediated by dialkyl azodicarboxylates
Bang, Saet Byeol
Kim, Jinho
[J]. SYNTHETIC COMMUNICATIONS, 2018, 48 (11) : 1291 - 1298
[3] Oxoammonium Salt Oxidations of Alcohols in the Presence of Pyridine Bases
Bobbitt, James M.
Bartelson, Ashley L.
Bailey, William F.
Hamlin, Trevor A.
Kelly, Christopher B.
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (03) : 1055 - 1067
[4] Aerobic oxidation catalysis with stable radicals
Cao, Qun
Dornan, Laura M.
Rogan, Luke
Hughes, N. Louise
Muldoon, Mark J.
[J]. CHEMICAL COMMUNICATIONS, 2014, 50 (35) : 4524 - 4543
[5] Synthesis and Characterization of Iron-Nitrogen-Doped Graphene/Core-Shell Catalysts: Efficient Oxidative Dehydrogenation of N-Heterocycles
Cui, Xinjiang
Li, Yuehui
Bachmann, Stephan
Scalone, Michelangelo
Surkus, Annette-Enrica
Junge, Kathrin
Topf, Christoph
Beller, Matthias
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (33) : 10652 - 10658
[6] Highly efficient aerobic oxidation of various amines using Pd3Pb intermetallic compounds as catalysts
Furukawa, Shinya
Suga, Akifusa
Komatsu, Takayuki
[J]. CHEMICAL COMMUNICATIONS, 2014, 50 (25) : 3277 - 3280
[7] Toward a Unified Mechanism for Oxoammonium Salt-Mediated Oxidation Reactions: A Theoretical and Experimental Study Using a Hydride Transfer Model
Hamlin, Trevor A.
Kelly, Christopher B.
Ovian, John M.
Wiles, Rebecca J.
Tilley, Leon J.
Leadbeater, Nicholas E.
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (16) : 8150 - 8167
[8] A SURVEY OF HAMMETT SUBSTITUENT CONSTANTS AND RESONANCE AND FIELD PARAMETERS
HANSCH, C
LEO, A
TAFT, RW
[J]. CHEMICAL REVIEWS, 1991, 91 (02) : 165 - 195
[9] Catalytic Aerobic Oxidation of Arylhydrazides with Iron Phthalocyanine
Hashimoto, Takuma
Hirose, Daisuke
Taniguchi, Tsuyoshi
[J]. ADVANCED SYNTHESIS & CATALYSIS, 2015, 357 (14-15) : 3346 - 3352
[10] TEMPO-tert-Butyl Nitrite: An Efficient Catalytic System for Aerobic Oxidation of Alcohols
He, Xijun
Shen, Zhenlu
Mo, Weimin
Sun, Nan
Hu, Baoxiang
Hu, Xinquan
[J]. ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (1-2) : 89 - 92

← 1 2 3 4 5 6 →