Tetrahedron Letters p. 799 - 802 (1998)
Update date:2022-08-04
Topics:
Kirmse, Wolfgang
Krzossa, Birgit
Photolyses of 9-diazo-1-fluorenylmethanol (22) in benzene or MeCN afford ≤95% of fluorene-1-carbaldehyde (14). In methanol, 14 and 9-methoxy-1-fluorenylmethanol (24) are formed competitively from 22. Intramolecular hydrogen transfer of triplet 1-(hydroxymethyl)-9-fluorenylidene (12) appears to be the major reaction path leading to 14. The photoenol 13 is suggested as an intermediate.
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