80326-71-2Relevant academic research and scientific papers
Benzoyl phenyl 1-methylpyrazoles. Synthesis, characterization, and spectra
Kano, Kunio,Scarpetti, David,Warner, John C.,Anselme, Jean-Pierre,Springer, James H.,Arison, Byron H.
, p. 2211 - 2219 (2007/10/02)
The synthesis and unequivocal characterization of all six isomers of benzoyl phenyl 1-methylpyrazole (2) are described.The isomer of 2 isolated as one of the products of the reaction of 1,1-dimethyl-1-phenacylhydrazinium bromide (1) with base was shown to be only previously reported isomer, 5-benzoyl-3-phenyl-1-methylpyrazole (2b).
Studies on Organic Fluorine Compounds. XLII. Synthesis and Reactions of Phenyltrifluoromethylacetylenes
Kobayashi, Yoshiro,Yamashita, Toshinori,Takahashi, Katsuhiro,Kuroda, Hisashi,Kumadaki, Itsumaro
, p. 4402 - 4409 (2007/10/02)
Phenyltrifluoromethylacetylene (4a) was synthesized by the pyrolysis of triphenylphosphonium α-(trifluoroacetyl)benzylide (3a), which was easily derived from benzyl halide (1a).This method can be used for the synthesis of 4-substituted-phenyltrifluoromethylacetylenes (4).The 1,3-dipolar reaction of 4 with diazomethane and phenyl azide proceeds readily to give trifluoromethylated pyrazoles and triazoles.Keywords - trifluoromethyl; acetylene; 1,3-dipolar reaction; intramolecular Wittig reaction; trifluoroacetylphosphonium ylide; pyrazole; diazomethane; phenyl azide
On the Problem of Regioselectivity in the 1,3-Dipolar Cycloaddition Reaction of Munchnones and Sydnones with Acetylenic Dipolarophiles
Padwa, Albert,Burgess, Edward M.,Gingrich, Henry L.,Roush, David M.
, p. 786 - 791 (2007/10/02)
The 1,3-dipolar cycloaddition reaction of several unsymmetrically substituted munchnones and sydnones with methyl propiolate has been examined.The initially formed cycloadducts readily extrude carbon dioxide to produce five-membered heteroaromatic ring compounds.The reaction of sydnones with methyl propiolate produced a mixture of regioisomeric pyrazoles.The analogous cycloaddition reaction of munchnones with methyl propiolate proceeds with formation of mixtures of both possible regioisomeric pyrroles.The structural assignment of the isolated adducts is based on spectroscopic data.The distribution of products depends on the nature and location of the substituent groups present on the heterocyclic ring.The observed regioselectivity is discussed on the basis of MO-perturbation theory.
