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Title: A convenient synthesis of benzo[c]naphtho[2,1-p]chrysene

Journal Article · · Journal of Organic Chemistry
DOI:https://doi.org/10.1021/jo961045e· OSTI ID:468744
;  [1]
  1. Boston College, Chestnut Hill, MA (United States)

The polycyclic aromatic hydrocarbon (PAH) benzo[c]-naphtho[2,1-p]chrysene (1) has recently attracted renewed attention as a potential precursor for the synthesis of bowl-shaped fullerene substructures. The published synthetic approaches to 1, however, are lengthy and entail one or more photocyclizations of stilbene-type compounds that suffer from competing [2 + 2]cycloaddition reactions at normal concentrations and are thereby rendered quite inefficient. The authors report here a convenient four-step synthesis of 1 that can be performed on a multigram scale starting from the commercially available {alpha}-tetralone (2) and 2-bromonaphthalene. 12 refs.

OSTI ID:
468744
Journal Information:
Journal of Organic Chemistry, Vol. 61, Issue 20; Other Information: PBD: 4 Oct 1996
Country of Publication:
United States
Language:
English

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