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Amination Reactions Using Amides As The N-sources

Posted on:2015-10-16Degree:MasterType:Thesis
Country:ChinaCandidate:W X ChenFull Text:PDF
GTID:2181330467956960Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
The thesis mostly introduces the amination reactions using amides as the N-sourcesundermildconditionsandcanbedividedintothefollowingthreeparts:1. N-Heterocyclic carbene-palladium(II)-1-methylimidazole [NHC-Pd(II)-Im]complex catalyzed C-N coupling between aryl chlorides and amides. NHC-Pd(II)-Imcomplex efficiently catalyzed the C-N coupling of aryl chlorides using amides as theN-sources with KOtBu as the base, DMF or THF as the solvent under mild conditions,givingthedesiredcouplingproductsinmoderatetohighyields.2. NHC-Pd(II)-Im complex catalyzed C-N coupling between benzylic chlorides andformamides. NHC-Pd(II)-Im complex was found to be an efficient catalyst for theamination reactions between benzyl chlorides and formamides in neat water, giving theexpectedcouplingproductsinhightoalmostquantitativeyieldsinmostcases.3. Catalyst-free, base-promoted C-N bond formation between (pseudo)alkyl halidesand formamides. We found that formamides can act as the N-sources in the reactionswith various (pseudo)alkyl halides in neat water to form new C-N bonds. All reactionscangivethecouplingproductsinhighyieldsundertheoptimalconditions.
Keywords/Search Tags:Amides, Aryl chlorides, Benzylic chlorides, Amination reaction, N-Heterocycliccarbene-Palladium-1-Methylimidazolecomplex, Greenchemistry
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