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Deconstruction of electron-deficient alkenes to carbonyl constituents by light-induced hydrogen atom transfer.
- Source :
-
Green Chemistry . 2/7/2023, Vol. 25 Issue 3, p1078-1084. 7p. - Publication Year :
- 2023
-
Abstract
- Deconstruction of alkenes to their carbonyl derivatives is a widely used protocol in synthetic organic chemistry and several reaction conditions have been demonstrated for electron-rich and unconjugated alkenes. However, such reactions of electron-deficient and conjugated alkenes are highly challenging. In this report, we have demonstrated a light-promoted water-mediated NBS photoinitiated cleavage of electron-deficient conjugated alkenes under mild and greener conditions via the hydrogen atom transfer mechanism. Additionally, this methodology is demonstrated as a deprotection step for carbonyl groups. This protocol works at room temperature in an aqueous medium with a wide range of functional group tolerance and high regioselectivity. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 14639262
- Volume :
- 25
- Issue :
- 3
- Database :
- Academic Search Index
- Journal :
- Green Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 161722284
- Full Text :
- https://doi.org/10.1039/d2gc04424b