17336-38-8

Upstream product

• 536-74-3 phenylacetylene 
• 64-19-7 acetic acid 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 922-67-8 propynoic acid methyl ester 

Downstream Products

• 17336-44-6 2-Acetyl-3-phenyl-4-nitro-buten-⁽³⁾-saeure-ethylester 
• 17336-41-3 3-acetyl-5-nitro-4-phenyl-4-penten-2-one 
• 6125-24-2 2-Phenylnitroethane 
• 85728-55-8 (E)-N-methyl-N-(2-nitro-1-phenylvinyl)aniline 
• 85728-53-6 (Z)-N-methyl-N-(2-nitro-1-phenylvinyl)aniline 
• 92241-15-1 methyl 3-benzoylisoxazole-5-carboxylate 
• 17336-39-9 Dimethyl-<α-(nitromethyl)-benzyliden>-malonat 
• 17336-40-2 2-Cyan-3-phenyl-4-nitrobuten-⁽²⁾-saeure-methylester 
• 17336-43-5 1,1-Dimethoxy-2-nitro-1-phenylethan 

Relevant academic research and scientific papers

Iron-Mediated Synthesis of Isoxazoles from Alkynes: Using Iron(III) Nitrate as a Nitration and Cyclization Reagent

A simple and direct method for the iron(III) nitrate-mediated synthesis of isoxazoles from alkynes has been developed; both self-coupling and cross-coupling products could be successfully prepared from alkynes. Meanwhile, for the cross-coupling and cyclizing of two different alkynes examined, the iron-mediated system shows a good chemoselectivity for the synthesis of corresponding isoxazoles. In our method, cheap and eco-friendly iron(III) nitrate is used as the nitration and cyclization reagent, and KI is used as the additive; they both play a positive role in this transformation. Furthermore, a different mechanism for the formation of isoxazoles from alkynes has been proposed.

Reactions of alkynes with iodine and potassium iodide in acetic acid in the presence of nitrates. Simple synthesis of 1-iodo-2-nitroalkenes

Terminal and internal alkynes react with I2 or KI and nitrates in acetic acid under mild conditions to give the corresponding 1-iodo-2-nitroalkenes as the major products. The effect of the reactant nature and reaction conditions on the yield of products was studied. Oxygen was found to play an important role in the formation of the target products. A possible mechanism of the reaction includes a series of redox transformations of I2 or I- and NO-3 to form INO2 which then adds to alkynes by a radical path. In reactions with potassium iodide, oxygen acts as an additional oxidant which converts NO into active nitrogen dioxide.