Flow chemistry applied to hazardous reactions, and fluorophores synthesis with photophysics studies

Abstract

Two distinct cases of continuous flow conditions applied to dangerous reactions are described. The first example is the continuous photooxygenation of a series of dienes that produces endoperoxides and / which are potentially explosive intermediates. End-to-end approaches involving endoperoxidation, Kornblum-DeLaMare rearrangement (KDM) and additional hydroxyienone rearrangements are widely described with scope. In the second example, we describe the development of a flow configuration to perform two dangerous steps in the synthesis of Lamivudine (3TC - medicine for HIV / AIDS). The described route is under development by Medicines for All Institute (M4ALL), an American startup from Virginia Commonwealth University (VCU). We have also developed the synthesis of sulfur-ilidenomalonitrile, versatile intermediates in the synthesis of multisubstituted heterocycles (pyridines and pyrones) and amidine-based fluorescent probes.