Rapid Electrochemical Deprotection of the Isonicotinyloxycarbonyl Group from Carbonates and Thiocarbonates in a Microfluidic Reactor

Electroreductive deprotection of the isonicotinyloxycarbonyl (iNoc) group from hydroxy, thiol, and amino groups was carried out in an electrochemical microreactor. The small distance of the platinum electrodes in the microreactor enables a rapid electrochemical redox reaction without added electrolytes. As a result, the electrochemical deprotection of O- and S-iNoc aromatic substrates was achieved in short reaction times (<2 min), while N-iNoc and nonaromatic substrates did not react under the same reaction conditions. This method enables a rapid and site-selective deprotection of O- or S-iNoc groups without removal of N-iNoc moieties