TY  - JOUR
A1  - Schaal, Janina
A1  - Kotzur, Nico
A1  - Dekowski, Brigitte
A1  - Quilitz, Jana
A1  - Klimakow, Maria
A1  - Wessig, Pablo
A1  - Hagen, Volker
T1  - A novel photorearrangement of (coumarin-4-yl)methyl phenyl ethers
N2  - In the present study, we describe synthesis and photochemical behaviour of the coumarinylmethyl phenyl ethers 1 and 6-10. Irradiation of the compounds in polar solvents leads to o-, p- and m-hydroxybenzyl substituted coumarins as main products. A side reaction is the photosolvolysis of the ethers that gives the (coumarin-4-yl)methyl alcohol and the corresponding phenol. Detailed studies of the quantum yields and product distributions upon irradiation of 6 as a function of the solvents are indicative of a dominant role of an ionic pathway in photochemical conversions. The found photochemical rearrangement is a useful tool for the preparation of hydroxylated 4-benzylcoumarins. A series of such compounds have been synthesised.
Y1  - 2009
UR  - http://www.sciencedirect.com/science/journal/10106030
U6  - https://doi.org/10.1016/j.jphotochem.2009.09.012
SN  - 1010-6030
ER  -