Unsaturated Macrocyclic compounds—LII : The synthesis of 1,8-diethynylinaphthalene and its oxidation to a conjugated fourteen-membered ring system☆

作者: R.H. Mitchell , F. Sondheimer

DOI: 10.1016/0040-4020(68)88091-3

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摘要: Abstract A seven step synthesis of 1,8-diethynylnaphthalene (IX) from naphthalic anhydride (I) is described. Oxidation IX with oxygen, cuprous chloride and ammonium gave the very unstable “cyclic dimer” (XX), containing a conjugated 14-membered ring.

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