Journal
ORGANIC LETTERS
Volume 19, Issue 19, Pages 5284-5287Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b02558
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Funding
- NSFC [21672034]
- Natural Sciences Foundation of Jilin Province [20160101330JC]
- Shandong Normal University [108-100801]
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A tandem [3 + 2] cycloaddition/reductive cyclization of nitrochalcones with activated methylene isocyanides for the efficient synthesis of pyrrolo[2,3-b]-quinolones is reported. In this reaction, the in situ generated dihydropyrroline acts as the internal reductant to convert the nitro into an electrophilic nitroso group, which undergoes subsequent C-N bond formation. Transition-metal-free, simple experimental procedure and ready accessibility of starting materials characterize the present transformation.
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