Regiochemistry and mechanism of oxidation of N-benzyl-N-alkylhydroxylamines to nitrones
A Hassan, MIM Wazeer, MT Saeed…
Index: Hassan, Azfar; Wazeer, Mohammed I. M.; Saeed, Mohammed T.; Siddiqui, Mohammad N.; Ali, Sk. Asrof Journal of Physical Organic Chemistry, 2000 , vol. 13, # 8 p. 443 - 451
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Citation Number: 9
Abstract
ABSTRACT: The oxidation of various N-(o-, m-, p-substituted benzyl)-N-alkylhydroxylamines and their dideuteriobenzyl (PhCD2) counterparts was carried out using mercury (II) oxide and p-benzoquinone (p-BQ) as oxidants. An overwhelming preference for the formation of conjugated nitrones is observed in the oxidation of N-benzyl-N-isopropylhydroxylamines. Considerable intra-and intermolecular kinetic isotope effects and negative r values in the ...
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