Journal
ORGANIC LETTERS
Volume 21, Issue 19, Pages 7750-7754Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b02682
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Funding
- Ministry of Science and Technology (MOST, Taiwan)
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A mild and convenient process for direct transformation of nitroalkanes to the corresponding nitriles was developed using a visible-light photoredox catalysis strategy with household decorative blue LEDs and the additives of Et3N and DIPIBA (or DIPEA). Application of the process in secondary nitroalkanes bearing a beta-alcohol resulted in a domino process of the retro-Henry reaction and the subsequent acetalization, aldol, cyanohydrin, and ring-contraction reactions with stereoselectivities. The photocatalytic reaction was demonstrated by a continuous flow method.
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