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  • About
  • The Global ETD Search service is a free service for researchers to find electronic theses and dissertations. This service is provided by the Networked Digital Library of Theses and Dissertations.
    Our metadata is collected from universities around the world. If you manage a university/consortium/country archive and want to be added, details can be found on the NDLTD website.
1

Ciclização intramolecular do 1-benzil-2-alquinilbenzeno promovida por FeCl3 e dicalcogeneto de diorganoíla: síntese dos 9-(organocalcogênio)-5H-benzo[7]anulenos / Intramolecular cyclization of 1-benzyl-2-alkylbenzene promoted by FeCl3 and diorganyl of dichalcogenide: synthesis of 9-(organochalcogen)-5H-benzo[7]annulenes

Prochnow, Thaís 29 February 2016 (has links)
In the present work, a series of 1-benzyl-2-alkylbenzenes functionalized was subjected to intramolecular cyclization reaction promoted by iron(III) chloride with diorganyl dichalcogenide allowed the synthesis of 9-(organochalcogen)-5H-benzo[7]annulenes whereas the mutual action between diorganyl dichalcogenide and iron(III) chloride in a 0.5:1.0 mole ratio was essential in order to achieve the maximal yields of the products. The cyclization reaction tolerated a variety of functional groups, such as trifluoromethyl, chloro, fluorine and methoxyl, in both 1-benzyl-2-alkynylbenzenes and diorganyl diselenides, giving the seven-membered carbocyclic exclusively via a 7-endo-dig cyclization process, it resulted in a total of 23 samples in 45-77 % yield. / No presente trabalho, uma série de 1-benzil-2-alquilbenzenos funcionalizados foi submetida à reação de ciclização intramolecular promovida por FeCl3 com dicalcogeneto de diorganoíla, permitindo a síntese de 9-(organocalcogênio)-5H-benzo[7]anulenos. Considerou-se que uma ação mútua entre o dicalcogeneto de diorganoíla e o cloreto de ferro (III), de proporções molares 0,5:1,0, é essencial para os produtos atingirem bons rendimentos. A reação de ciclização tolera uma variedade de grupos funcionais tais como trifluormetil, cloro, flúor e metoxila , em ambos os 1-benzil-2-alquilbenzenos e dicalcogeneto de diorganoíla, levando aos carbociclos de sete membros, exclusivamente por meio de um processo de ciclização 7-endo-dig, resultou-se em um total de 23 exemplos com 45 - 77% de rendimento.

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