Visible-Light-Induced Photoaddition of N-Nitrosoalkylamines to Alkenes: One-Pot Tandem Approach to 1,2-Diamination of Alkenes from Secondary Amines

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초록

The generation of aminium radical cation species from N-nitrosoamines is disclosed for the first time through visible-light excitation at 453 nm. The developed visible-light-promoted photoaddition reaction of N-nitrosoamines to alkenes was combined with the o-NQ-catalyzed aerobic oxidation protocol of amines to telescope the direct handling of harmful N-nitroso compounds, where the desired α-amino oxime derivatives were obtained in a one-pot tandem N-nitrosation and photoaddition sequence.

키워드

NITROSO-COMPOUNDS; PHOTOCHEMISTRY; NITROSAMINES; NITROSODIALKYLAMINES; GENERATION; RADICALS
제목
Visible-Light-Induced Photoaddition of N-Nitrosoalkylamines to Alkenes: One-Pot Tandem Approach to 1,2-Diamination of Alkenes from Secondary Amines
저자
Patil, Dilip, V; Si, Tengda; Kim, Hun Young; Oh, Kyungsoo
DOI
10.1021/acs.orglett.1c00786
발행일
2021-04
유형
Article
저널명
Organic Letters
권
23
호
8
페이지
3105 ~ 3109