Back to Search
Start Over
Synthesis and Photocleavage of Quinoline Methyl Ethers: A Mild and Efficient Method for the Selective Protection and Deprotection of the Alcohol Functionality.
- Source :
-
Australian Journal of Chemistry . 2016, Vol. 69 Issue 7, p763-769. 7p. - Publication Year :
- 2016
-
Abstract
- The synthesis and photocleavage of quinolinyl methyl ether-protected alcohols is reported in this study. A variety of quinoline methyl chlorides were synthesized, and protection of the various alcohols was performed via a substitution reaction in the presence of a strong base. Photocleavage of the quinolinyl methyl ether moiety proceeded under visible light with the formation of the charged quinolinyl radical intermediate through a single-electron transfer in the presence of a photosensitizer dye leading to the deprotected alcohol in excellent yields. The utility of triethylamine as a sacrificial reductant and D-sorbitol as a radical scavenger were also investigated in this study. [ABSTRACT FROM AUTHOR]
- Subjects :
- *METHYL ether synthesis
*SCISSION (Chemistry)
*AROMATIC compound synthesis
Subjects
Details
- Language :
- English
- ISSN :
- 00049425
- Volume :
- 69
- Issue :
- 7
- Database :
- Academic Search Index
- Journal :
- Australian Journal of Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 116673364
- Full Text :
- https://doi.org/10.1071/CH15627