Simple reaction conditions for the formation of ketonitrones from ketones and hydroxylamines

Journal of Organic Chemistry

Volumn 74, Issue 21, 2009, Pages 8381-8383

  Pfeiffer, Jennifer Y ^a   Beauchemin, André M ^a  

^a UNIVERSITY OF OTTAWA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

BENZYLIC; CHEMICAL EQUATIONS; ISOLATED YIELD; KETO-NITRONES; SIMPLE APPROACH; SIMPLE REACTION; THERMAL CONDITION;

KETONES; REACTION KINETICS;

AMINES;

BENZYL DERIVATIVE; HYDROXYLAMINE; KETONE DERIVATIVE; KETONITRONE; NITROGEN DERIVATIVE; NITRONE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DECOMPOSITION; HEATING; POLYMERIZATION; TEMPERATURE;

EID: 70350721693     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo901653d     Document Type: Article

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55. 1H NMR analysis of the unpurified reaction mixture with an internal standard showed that partial hydrolysis of the ketonitrone had occurred. See the Supporting Information for details.
56. A known strategy to overcome this issue involves the use of dialkylketals, as their reaction is entropically more favorable: see ref 7n.