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Formation of benzofuran and 2H-chromene structures in one reaction. A novel synthesis of 2H-chromene derivatives
Authors:L. Yu. Ukhin  Zh. I. Orlova  O. Y. Shishkin  Yu. T. Struchkov
Affiliation:(1) Institute of Physical and Organic Chemistry at Rostov State University, 194/3 prosy. Stachki, 344771 Rostov-on-Don, Russian Federation;(2) Russian Academy of Sciences, A. N. Nesmeyanbv Institute of Organoelement Compounds, 28 ul. vavilova, 117813 Moscow, Russian Federation
Abstract:
Heating the morpholinal of nitrosalicylic aldehyde with methyl propiolate in acetonitrile in the presence of Cul affords an equimolar mixture of 2-methoxycarbonylmethyl-3-morpholino-5-nitrobenzofuran and 3-methoxycarbonyl-2-morpholino-6-nitro-2H-chromene, the structures of which were determined by X-ray analysis. Only the 2H-chromene mentioned above was obtained in the absence of Cul and solvent.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 1222–1228, May, 1996.
Keywords:nitrosalicylic aldehydes aminals  methyl propiolate  interaction  2-methylcarbonylacetylene  2-methoxycarbonylmethyl-3-morpholino-5-nitrobenzofuran  derivatives of the 2H-chromene  X-ray analysis
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