18150-97-5Relevant academic research and scientific papers
A one-pot synthesis of 3-nitrothiophene and 3-nitro-2-substituted thiophenes
McNabola, Neasa,O'Connor, Cornelius J.,Roydhouse, Mark D.,Wall, Michael D.,Southern, J. Mike
, p. 4598 - 4603 (2015/06/08)
A one-pot approach to the synthesis of 3-nitrothiophene and 3-nitro-2-substituted thiophenes has been developed. Exposure of 1,4-dithane-2,5-diol to nitroacetates or nitroalkenes in the presence of 25% triethylamine and subsequent treatment with molecular sieves and combinations of silica gel or acidic alumina with DDQ or chloranil formed 3-nitrothiophene or a number of 3-nitro-2-substituted thiophenes with complete regiocontrol. A simple work-up procedure removes the requirement for purification by chromatography for most post-synthetic applications.
