Journal
CHEMSUSCHEM
Volume 12, Issue 18, Pages 4194-4201Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cssc.201901725
Keywords
4-cyanobenzaldehyde; hydroacylation; Michael acceptors; photochemistry; photoinitiator
Funding
- John Latsis Foundation
- Laboratory of Organic Chemistry of the Department of Chemistry of the National and Kapodistrian University of Athens
- State Scholarship Foundation (IKY)
- COST Action C-H Activation in Organic Synthesis (CHAOS) [CA15106]
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The hydroacylation of Michael acceptors constitutes a useful tool for the formation of new C-C bonds. In this work, an environmentally friendly procedure was developed, utilizing 4cyanobenzaldehyde as the photoinitiator and household bulbs as the irradiation source. A great variety of substrates was well-tolerated, leading to good yields, and mechanistic experiments were performed to elucidate the catalyst's possible mechanistic pathway. Moreover, the inherent selectivity challenge regarding alpha,alpha-disubstituted aldehydes (decarbonylation problem) was studied and addressed.
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