Abstract
The reaction of dinaphthofuran with lithium in anhydrous diethyl ether led to a solution
of the corresponding C,O-dilithiated intermediate which, upon treatment with a range
of ketones or aldehydes at -78 °C afforded, after hydrolysis and dehydration, 1,1′-dinaphthopyrans
in good yields. The reaction proceeds through reductive ring-opening and cyclization
and an intermediate diol was isolated.
Key words
dinaphthofuran - 1,1′-dinaphthopyran - 6H -dinaphtho[b ,d ]pyran - reductive ring opening
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