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Title: Oxidative or metal-mediated cyclization approaches to carbocycles and heterocycles
Authors: He, Xinyao
Keywords: DRNTU::Science::Chemistry
Issue Date: 2014
Source: He, X. (2014). Oxidative or metal-mediated cyclization approaches to carbocycles and heterocycles. Doctoral thesis, Nanyang Technological University, Singapore.
Abstract: A method for preparation of bicyclic aromatic orthoesters from the corresponding aldehydes via DDQ-mediated oxidative cyclization is described in chapter 1 of the thesis, the intermediate in our method is similar as the one which is impossible to be generated from carboxylate acid derivatives and alcohols directly. In chapter 2, a new strategy for the aromatic C–H bond functionalization is described. α-Tetralone could be oxidatively synthesized from the corresponding acylsilane with ethyl iodoacetate. Direct acylation of aromatic ring with acylsilane was achieved in the absence of strong Lewis acid or transition-metal. Finally, a W(CO)6-mediated intramolecular cyclization reaction from o-alkynylphenyl derivatives to afford 7-membered nitrogen-containing heterocyclic compounds 3,1-benzoxazepines is depicted. This method provided us a simple way to construct 7-membered heterocycles efficiently and regioselectively.
DOI: 10.32657/10356/62199
Fulltext Permission: open
Fulltext Availability: With Fulltext
Appears in Collections:SPMS Theses

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