Photochemical preparation of highly functionalized 1-indanones

P Wessig, C Glombitza, G Müller…

Index: Wessig, Pablo; Glombitza, Clemens; Mueller, Gunnar; Teubner, Janek Journal of Organic Chemistry, 2004 , vol. 69, # 22 p. 7582 - 7591

Full Text: HTML

Citation Number: 52

Abstract

A series of o-alkylphenyl alkyl ketones 1 were synthesized by different methods. The presence of a leaving group X adjacent to the carbonyl group is the special peculiarity of these ketones. Upon irradiation the keto carbonyl group of these compounds undergoes an n-π* excitation followed by a 1, 5-hydrogen migration from the o-alkyl substituent to the carbonyl oxygen atom. The thus formed 1, 4-diradicals are subject to a very rapid ...

Related Articles:

Palladium-catalyzed carbonylative cyclization of 1-iodo-2-alkenylbenzenes

[Negishi, Ei-Ichi; Coperet, Christophe; Ma, Shengming; Mita, Takeshi; Sugihara, Takumichi; Tour, James M. Journal of the American Chemical Society, 1996 , vol. 118, # 25 p. 5904 - 5918]

Synthesis of new 6-substituted purinyl-5′-nor-1′-homocarbanucleosides based on indanol

[Fernandez, Franco; Garcia-Mera, Xerardo; Morales, Melvin; Vilarino, Leonardo; Caamano, Olga; De Clercq, Eric Tetrahedron, 2004 , vol. 60, # 41 p. 9245 - 9253]

Triplet-sensitized photoisomerization of 1, 4-disubstituted benzonorbornadienes. Intramolecular competition by electronically diverse bridgehead functionality

[Paquette,L.A.; Varadarajan,A.; Bay,E. Journal of the American Chemical Society, 1984 , vol. 106, p. 6702]

Triplet-sensitized photoisomerization of 1, 4-disubstituted benzonorbornadienes. Intramolecular competition by electronically diverse bridgehead functionality

[Paquette,L.A.; Varadarajan,A.; Bay,E. Journal of the American Chemical Society, 1984 , vol. 106, p. 6702]

More Articles...