期刊
ORGANIC LETTERS
卷 19, 期 5, 页码 1092-1095出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b00116
关键词
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资金
- ACT-C, JST
- JSPS [16K17901]
- Wesco Scientific Promotion Foundation
- Japan Prize Foundation
- Grants-in-Aid for Scientific Research [16K17901] Funding Source: KAKEN
Nickel-catalyzed direct selenation of benzamides bearing an 8-quinolyl auxiliary with elemental selenium provides benzoisoselenazolones in good yield via carbon selenium and nitrogen-selenium bond formation under aerobic conditions. In addition to aryl C-H bonds, the method can also be applied to alkenyl C-H bonds, constructing an isoselenazolone skeleton. Simple mechanistic analysis shows that the reaction proceeds through a rate-determining C-H bond cleavage. The obtained benzoisoselenazolones are transformed into various organoselenium compounds and utilized as the catalyst for bromolactonization of alkenoic acids.
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