Photochemistry of 1-alkoxy-and 1-(benzyloxy)-9, 10-anthraquinones in methanol: a facile process for the preparation of aldehydes and ketones

RL Blankespoor, RP Smart, ED Batts…

Index: Blankespoor, Ronald L.; Smart, Robert P.; Batts, Eric D.; Kiste, Alan A.; Lew, Rebecca E.; Vliet, Marc E. Vander Journal of Organic Chemistry, 1995 , vol. 60, # 21 p. 6852 - 6859

Full Text: HTML

Citation Number: 24

Abstract

The facile production of acid sensitive aldehydes and ketones via photochemical intramolecular &hydrogen atom transfer in 1-alkoxy-and l-(benzyloxy)-9, 10-anthraquinones (1) was investigated. Irradiation of 1 in argon purged methanol generates the primary photoproducts, l-(RCH (OMe) O)-and l-(ArCH (OMe) O)-9, 1O-anthrahydroquinones (2), respectively. Upon exposure to air, the intermediate anthrahydroquinone is rapidly ...

Related Articles:

Conjugate Reduction of α, β-Unsaturated Aldehydes with Rhodium (bisoxazolinylphenyl) Catalysts

[Kanazawa, Yoshinori; Nishiyama, Hisao Synlett, 2006 , # 19 p. 3343 - 3345]

Conjugate Reduction of α, β-Unsaturated Aldehydes with Rhodium (bisoxazolinylphenyl) Catalysts

[Kanazawa, Yoshinori; Nishiyama, Hisao Synlett, 2006 , # 19 p. 3343 - 3345]

Insights into the decomposition of olefin metathesis precatalysts

[Manzini, Simone; Poater, Albert; Nelson, David J.; Cavallo, Luigi; Nolan, Steven P. Chemical Science, 2013 , vol. 5, # 1 p. 180 - 188]

Aryl-fused nitrogen heterocycles by a tandem reduction-Michael addition reaction

[Bunce, Richard A.; Herron, Derrick M.; Ackerman, Matthew L. Journal of Organic Chemistry, 2000 , vol. 65, # 9 p. 2847 - 2850]

Aryl-fused nitrogen heterocycles by a tandem reduction-Michael addition reaction

[Bunce, Richard A.; Herron, Derrick M.; Ackerman, Matthew L. Journal of Organic Chemistry, 2000 , vol. 65, # 9 p. 2847 - 2850]

More Articles...