Tetrahedron Letters p. 6675 - 6678 (1998)
Update date:2022-08-11
Topics:
Gotzhein, Frank
Kirmse, Wolfgang
Photolyses of 1-alkoxy-9-diazoanthrones 12 in benzene induce abstraction of hydrogen from the side chain, followed by cyclization (→ 15 → 16) or disproportionation (→ 17 + 18) of the intervening biradicals 20. In alcohols, reduction of triplet anthronylidenes (314 → 21 → 22) competes with the formation of 20, and intramolecular electron transfer of 20 leads eventually to the acetals 24.
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(1968)
