A simple general method for the synthesis of nitriles using the inexpensive and easy to handle iodine (I2) is described herein. The reaction of thioamides with I2 in the presence of triethylamine at room temperature under aerobic conditions afforded various nitriles bearing aryl, vinyl, and alkyl groups in good-to-excellent yields. This method was also effective for conversion from thioureas to cyanamides.
Yuki Murata, Hitomi Iwasa, Mio Matsumura, Shuji Yasuike. Synthesis of Nitriles via the Iodine-Mediated Dehydrosulfurization of Thioamides. Chemical & pharmaceutical bulletin. 2020;68(7):679-681
PMID: 32612004
View Full Text