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Cannizzaro Reaction (cannizzaro + reaction)
Selected Abstractso -Amine-Assisted Cannizzaro Reaction of Glyoxal with New 2,6-DiaminoanilinesEUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 14 2009Yuhki Irie Abstract The preparation of several new o -amine-substituted anilines was achieved according to a new bifunctional molecular design, and their reactions with glyoxal were conducted. Cannizzaro reactions of glyoxal proceeded using specifically designed anilines, such as 2,6-dipyrrolidinyl-, 2,6-dipiperidinyl-, 2,6-dimorpholinyl-, and 2-pyrrolidinyl-aniline, which are new and can easily be synthesized by substitution of halogen-substituted nitrobenzene with amines and subsequent reduction with hydrogen, to form ,-hydroxy acetamide and ,-amino acetamide derivatives, as a result of the Cannizzaro reaction. In comparison with the reaction of glyoxal with p -pyrrolidinylaniline to form a common diimine product, the reaction with o -pyrrolidinylaniline leads only to ,-hydroxy amides, strongly suggesting that the abnormal Cannizzaro reactions are attributed to the existence of basic nitrogen atoms at the o -positions, which suppress diimine formation and assist the generation of acetamides.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009) [source] ChemInform Abstract: o-Amine-Assisted Cannizzaro Reaction of Glyoxal with New 2,6-Diaminoanilines.CHEMINFORM, Issue 38 2009Yuhki Irie Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] Oxidation of Aromatic Aldehydes with Tetrabutylammonium Fluoride: Competition with the Cannizzaro Reaction.CHEMINFORM, Issue 1 2007Kyoo-Hyun Chung Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source] Ytterbium Triflate Promoted Tandem One-Pot Oxidation,Cannizzaro Reaction of Aryl Methyl Ketones.CHEMINFORM, Issue 32 2005Massimo Curini Abstract For Abstract see ChemInform Abstract in Full Text. [source] Synthesis of Carboxamides by LDA-Catalyzed Haller,Bauer and Cannizzaro Reactions.CHEMINFORM, Issue 40 2004Kazuaki Ishihara Abstract For Abstract see ChemInform Abstract in Full Text. [source] o -Amine-Assisted Cannizzaro Reaction of Glyoxal with New 2,6-DiaminoanilinesEUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 14 2009Yuhki Irie Abstract The preparation of several new o -amine-substituted anilines was achieved according to a new bifunctional molecular design, and their reactions with glyoxal were conducted. Cannizzaro reactions of glyoxal proceeded using specifically designed anilines, such as 2,6-dipyrrolidinyl-, 2,6-dipiperidinyl-, 2,6-dimorpholinyl-, and 2-pyrrolidinyl-aniline, which are new and can easily be synthesized by substitution of halogen-substituted nitrobenzene with amines and subsequent reduction with hydrogen, to form ,-hydroxy acetamide and ,-amino acetamide derivatives, as a result of the Cannizzaro reaction. In comparison with the reaction of glyoxal with p -pyrrolidinylaniline to form a common diimine product, the reaction with o -pyrrolidinylaniline leads only to ,-hydroxy amides, strongly suggesting that the abnormal Cannizzaro reactions are attributed to the existence of basic nitrogen atoms at the o -positions, which suppress diimine formation and assist the generation of acetamides.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009) [source] | ||||||||||