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Carbon Catalyzed Boc Protection/Deprotection Of Alcohols And Phenols And Direct Amination Of Allylic C(sp~3)–H

Posted on:2016-09-22Degree:MasterType:Thesis
Country:ChinaCandidate:Y L XuFull Text:PDF
GTID:2311330485959563Subject:Chemistry
Abstract/Summary:PDF Full Text Request
As new carbon materials, graphite oxide(GO) and reduced graphene oxide(RGO) are nontoxic and environmentally benign, showing diverse promising applications in catalysis. The protection and deprotection of hydroxyl groups of alcohols and phenols are of great necessity in multistep synthesis. The tert-butoxycarbonyl(Boc) protection of hydroxyl groups is generally more stable, therefore it has got more and more attention. In this thesis, protection and deprotection of hydroxyl groups in alcohols and phenols have been achieved with mild reaction conditions, easy operation, and high yields using GO and RGO as carbocatalysts. RGO could efficiently catalyze the Boc protection of alcohols and phenols, and could be reused at six times without any loss of catalytic activity. GO could also efficiently catalyze the deprotection of the Boc group with high yields.In another part, C-N bond formation through direct amination of allylic C(sp~3)–H is involved. The C-N bond formation is very important in biology, chemistry and pharmacology. Reaction of toluene and derivates with sulfamide derivates has been investigated by using tert-butyl hydroperoxide as an oxidant, tetrabutylammonium bromide as a catalyst, zinc bromide as a Lewis acid, calcium chloride as a drying agent. The N-sulfonylbenzamides have been synthesized in satisfactory yields on the basis of careful screening of reaction conditions.
Keywords/Search Tags:Graphite oxide(GO), reduced graphene oxide(RGO), hydroxyl groups, protection, deprotection, direct amidation, allylic C(sp~3)–H
PDF Full Text Request
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