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Studies On Transition Metal-catalyzed Reactions Of Organoborane Reagents With Nitriles/Nitroarenes

Posted on:2014-09-26Degree:MasterType:Thesis
Country:ChinaCandidate:X Y WangFull Text:PDF
GTID:2251330401476167Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
The thesis consists of two parts:(1) Studies on palladium-catalyzedaddition raction of organoborane reagents to nitriles;(2) Studies oncopper-catalyzed coupling reaction of nitroarenes with arylboronic acids.In the first part, recent advances in the transition metal-catalyzedaddition of nitriles were reviewed. The thesis will be focused on thissubject to carry out transition metal-catalyzed addition of organoboranereagents to nitriles, then four different reactions were studied:(1)palladium-catalyzed addition of potassium aryltrifluoroborates toaliphatic nitriles to synthesis a variety of Aryl alkyl ketone derivatives. Inaddition, the reaction system can apply to addition of potassiumaryltrifluoroborates to dinitriles to synthesis diketones;(2) One-potsynthesis of2-aryl benzofurans via palladium-catalyzed cascade reactionof potassium aryltrifluoroborates to2-(2-hydroxyphenyl)acetonitrilederivatives;(3) palladium-catalyzed addition of potassium aryltrifluoroborates to2-amino aromatic nitriles, synthesis of a variety ofpolyfunctional2-amino diaryl ketones;(4) palladium-catalyzed additionof arylboronic acid to nitriles to synthesis a variety of Aryl alkyl ketonederivatives and2-aryl benzofurans.In the second part, recent advances in the transition metal-catalyzedBuchwald-Hartwig cross-coupling reactions of arylboronic acid werereviewed, then copper-catalyzed reduction/coupling of nitroarenes witharylboronic acid were studied, and possible reaction mechanism wasinvestigated.
Keywords/Search Tags:palladium, potassium aryltrifluoroborates, nitriles, arylboronic acid, addition reaction, copper, nitroarenes, coupling reaction
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