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Synthesis of Unsymmetrical Trisannelated Benzenes

비대칭적으로 삼고리화된 벤젠의 합성

  • Published : 2002.02.20

Abstract

Synthesis of unsymmetrical trisannelated benzenes such as 2,3,4,5,6,7,8,9,10,11-decahydro-1H-cyclopenta[l]phenanthrene (1c) and 1,2,3,4,5,6,7,8,9,10-decahydrobenz[e]-as-indacene (1d) is described. The synthetic approach involves efficient condensation of pre-formed enones such as bicyclohexyliden-2-one (3), bicyclohexyl-1-en-2-one (4) and bicyclopentyliden-2-one (5) in the presence of cyclopentanone and cyclohexanone using anhydrous $CuCl_2$ as a catalyst.

2,3,4,5,6,7,8,9,10,11-데카하이드로-1H-사이클로펜타[l]페난트렌(1c)과 1,2,3,4,5,6,7,8,9,10-데카하이드로사이클로헥사[e]-as-인다센(1d) 같이 비대칭적으로 삼고리화된 벤젠을 합성하였다. 합성의 접근방법으로 사이클로펜탄온과 사이클로헥산온의 존재하에 무수 $CuCl_2$를 촉매로 사용하여 미리 형성된 바이사이클로헥실리덴-2-온 (3), 바이사이클로헥실-1''-엔-2-온 (4) 과 바이사이클로펜틸리덴-2-온(5) 같은 엔온들의 효율적인 축합반응을 사용하였다.

Keywords

References

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