[reaction: see text] A new photoremovable protecting group for carboxylic acids is introduced. The protecting group 1-[2-(2-hydroxyalkyl)phenyl]ethanone, HAPE, is used to protect various carboxylic acids. When photolyzed, the protected compound releases the acid in 70-85% isolated yields. The synthesis and the results of photorelease of the protected acids are presented here.
Symmetric ethenyldithiophenes are important intermediates for synthesis of photochromic materials and organic conductors. When acetonitrile is used as a solvent, 3-methylthiophenylphosphonium salts form symmetric ethenyldithiophenes in the presence of a strong base (e.g., NaH, (t)BuOK) in moderate to high yields. This homocoupling reaction is faster than a Wittig reaction with aromatic ketones in acetonitrile. Our study shows that the presence of polar aprotic solvents promotes the homocoupling reaction.
Deprotection Deprotection O 0345 1-[2-(2-Hydroxyalkyl)phenyl]ethanone: A New Photoremovable Protecting Group for Carboxylic Acids. -The synthesis of a novel photoremovable protecting group for carboxylic acids is described. When photolyzed the protected compounds (V) release the acids (IV) in 70-85% isolated yield. -(ATEMNKENG, W. N.; LOUISIANA, L. D. I.; YONG, P. K.; VOTTERO, B.; BANERJEE*, A.; Org. Lett. 5 (2003) 23, 4469-4471; Dep. Chem., Univ. N. Dak., Grand Forks, ND 58202, USA; Eng.) -M. Paetzel 12-071
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.