Premium
Triphenylbismuth Dichloride‐Mediated Conversion of Thioamides to Nitriles
Author(s) -
Gopi Elumalai,
Gravel Edmond,
Doris Eric
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201900563
Subject(s) - chemistry , triethylamine , primary (astronomy) , thiocarbamates , nitrile , organic chemistry , thioamide , combinatorial chemistry , physics , astronomy
Thioamides were efficiently converted to nitriles using the pentavalent triphenylbismuth dichloride in combination with triethylamine. The reaction involved the dehydrosulfurization of primary thioamides to afford substituted aromatic or aliphatic nitriles in good to excellent yields. The process was also successfully extended to the synthesis of cyanamides starting from the corresponding thioureas and of thiocyanates from dithiocarbamates.