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| Type |
Poster Presentation |
| Area |
Organic Chemistry |
| Room No. |
Exhibition Hall 2 |
| Time |
4월 18일 (목요일) 11:00~12:30 |
| Code |
ORGN.P-170 |
| Subject |
Visible-Light Photocatalyzed Deoxygenation of N-Heterocyclic N-Oxides |
| Authors |
Kyu Dong Kim, Jun Hee Lee*
Department of Advanced Materials Chemistry, Dongguk University, Korea
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| Abstract |
Deoxygenation reactions that furnish N-heterocycles in a chemoselective manner represent a fundamental transformation in organic synthesis. Despite the recent invention of several successful implementations of these reactions, such approaches commonly require the use of oxophilic reagents or intermediates at high temperatures. In this context, the development of a new method for the room temperature deoxygenation of N-heteroaromatic N-oxides would be useful if the otherwise labile functional groups are compatible with the reaction conditions. To this end, as part of our ongoing program to develop new transformations via visible-light-induced photoredox catalysis,1 we recently developed a scalable and operationally simple method that allows for the chemoselective room temperature deoxygenation of a wide range of N-heterocyclic N-oxides using only commercially available reagents.2 Notably, a highly chemoselective removal of the oxygen atom in a quinoline N-oxide was accomplished successfully for the first time through the judicious choice of the photocatalyst even in the presence of a pyridine N-oxide in the same molecule. Another notable feature of this visible-light-induced photocatalytic protocol is the unprecedented oxidation of hydrazine hydrate using heterocyclic N-oxides as a mild oxidant for the convenient in situ generation of diimide under ambient conditions. Further details of this useful protocol will be discussed in the presentation. |
| E-mail |
wesilver@naver.com |
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123rd General Meeting of the KCS