Tetrahedron letters

Photochemistry of 3H-indazoles in protic media. Benzyl cations via protonation of 2-methylene-3, 5-cyclohexadienylidenes

…, O Grapenthin, J Kilian, W Kirmse, S Steenken

Index: Fehr; Fehr, Olaf C.; Grapenthin; Grapenthin, Olaf; Kilian; Kilian, Joerg; Kirmse; Kirmse, Wolfgang; Steenken; Steenken, Steen Tetrahedron Letters, 1995 , vol. 36, # 33 p. 5887 - 5890

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Citation Number: 7

Abstract

Photolysis of 3, 3-disubstituted 3H-indazoles in protic media (ROH) gives rise to benzyl ethers, in addition to hydrocarbons (derivatives of benzocyclopropene, styrene, and fluorene) which are also found in aprotic solvents. In the presence of ROD, the benzyl ethers are formed with incorporation of deuterium into the ortho position, pointing to protonation of 2-methylene-3, 5-cyclohexadienylidenes. Laser flash photolysis of 3H-indazoles ...