Synthesis of Double-Bond-Substituted Hemithioindigo Photoswitches

Org. Lett., 2018, 20 (1),  232–235

DOI: 10.1021/acs.orglett.7b03574

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