Synthesis of Double-Bond-Substituted Hemithioindigo Photoswitches

Org. Lett., 20 (1), pp 232–235, DOI: 10.1021/acs.orglett.7b03574
Org. Lett., online article


A very short, high yielding, and convergent synthesis with broad substrate scope, enabling access to a very diverse range of hemithioindigos with 4-fold substituted double-bonds, is presented. With this method, carbon as well as nitrogen, oxygen, or sulfur based substituents can easily be introduced, delivering a wide array of novel structural motifs. Irradiation studies with visible light demonstrate proficient photoswitching properties of these chromophores at wavelengths up to 625 nm.

TU München
Helmholtz München
MPI of Neurobiology
MPI of Biochemistry