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Study On The Copper-catalyzed Tandem And Oxidation Reaction For Preparation Of Benzothiazoles And Isoquinolinones

Posted on:2015-06-13Degree:MasterType:Thesis
Country:ChinaCandidate:Z L ZhouFull Text:PDF
GTID:2181330467956958Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
The transition metal-catalyzed tandem reaction has emerged as oneof the most powerful methods for the formation of C-C and C-X (N, O, S,etc.) bond in organic chemistry. This method could efficiently constructnitrogen, oxygen, sulfur-containing heterocyclic compounds from readilyavailable starting materials under the mild conditions. Thefunctionalization of C-H bond is extremely challenging topic in modernsynthetic chemistry. As a convenient synthetic method, thefunctionalization of C-H bond has been applied to optimized reactionsteps and improves the atom economy. It is a new and useful stratage togenerate C-O bond via C-H bond oxidative process. This dissertationfocused on the tandem reaction and oxidation reaction catalyzed bycopper salts. The main contents are listed as follow:(1) A Cu-catalyzed tandem reaction has been developed for thesynthesis of2-acylbenzothiazoles from β,β-dihalidestyrenes and2,2’-disulfanediyldianilines. The copper catalysts are inexpensive and low toxicity. The reaction is conducted under simple conditions with readilyavailable starting materials and the post-processing is convenient.(2) A Rh/Cu co-catalyzed C-H bond oxidation of isoquinolines forpreparation of isoquinolinones has been developed. This protocolprovides a new strategy for the construction of isoquinolinones, andwhich is high atom economy, well tolerated and good yield.
Keywords/Search Tags:copper-catalyzed, tandem reaction, oxidation reaction, 2-acylbenzothiazoles, isoquinolinones
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