84666-27-3Relevant academic research and scientific papers
Synthesis and Photocleavage of Quinoline Methyl Ethers: A Mild and Efficient Method for the Selective Protection and Deprotection of the Alcohol Functionality
Provatas, Anthony A.,Epling, Gary A.,Stuart, James D.
, p. 763 - 769 (2016/08/09)
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.
Approaches to a photocleavable protecting group for alcohols
Epling, Gary A.,Provatas, Anthony A.
, p. 1036 - 1037 (2007/10/03)
A new protecting group for the alcohol functionality was devised and shown to be removed photochemically under ultraviolet light in the presence of a radical scavenger in high yields.
Sulfur-Containing 2-Arylquinolinemethanols as Potential Antimalarials
Epling, Gary A.,Lin, Kuei-Ying
, p. 853 - 857 (2007/10/02)
The synthesis and antimalarial activity of six new 2-arylquinoline-4-methanols is described.The compounds bearing a sulfur were prepared to determine if antimalarial activity can be retained while photoreactivity and phototoxicity is diminished by such su
A NEW PHOTOCHEMICALLY REMOVABLE PROTECTING GROUP FOR AMINES
Epling, Gary A.,Walker, Mary E.
, p. 3843 - 3846 (2007/10/02)
A new arylmethylsulfonyl chloride reacts with secondary or primary amines to give sulfonamides which can be photochemically cleaved, making it suitable for use as a photoremovable protecting group.
