β-Nitroacrylates as key starting materials for the one-pot synthesis of densely functionalized penta-substituted anilines

The reaction of ylidene malononitriles with β-nitroacrylates, in Et3N/MeCN, affords the one-pot synthesis of a new class of penta-substituted, densely functionalized anilines in satisfactory to good overall yields. The method represents a very important improvement of the recent strategy for the pre...

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Bibliographic Details
Published in:	Tetrahedron Vol. 68; no. 39; pp. 8231 - 8235
Main Authors:	Gabrielli, Serena, Palmieri, Alessandro, Panmand, Deepak S., Lanari, Daniela, Vaccaro, Luigi, Ballini, Roberto
Format:	Journal Article
Language:	English
Published:	Kidlington Elsevier Ltd 30-09-2012 Elsevier
Subjects:	Anilines Chemistry Conjugate addition Exact sciences and technology Noncondensed benzenic compounds One-pot synthesis Organic chemistry Preparations and properties Ylidene malononitriles β-Nitroacrylates One-pot synthesis Anilines Ylidene malononitriles Conjugate addition β-Nitroacrylates One pot reaction Nitro compound Nitrile Aniline derivatives Aniline Functionalization Acetonitrile Triethylamine Addition reaction Benzenic compound Malononitrile Conjugated compound Chemical synthesis
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Summary:	The reaction of ylidene malononitriles with β-nitroacrylates, in Et3N/MeCN, affords the one-pot synthesis of a new class of penta-substituted, densely functionalized anilines in satisfactory to good overall yields. The method represents a very important improvement of the recent strategy for the preparation of anilines from conjugated nitroalkenes. [Display omitted]
ISSN:	0040-4020 1464-5416
DOI:	10.1016/j.tet.2012.07.065