Photoadducts of 2-pyridones with chloroethylenes and their derivatives.

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概要

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• Sensitized photoirradiations of 2-pyridones with tetrachloroethylene or trichloroethylene gave chlorinated 3-azabicyclo[4.2.0]oct-4-en-2-ones (<B>1</B>) and 2-azabicyclo[4.2.0]oct-4-en-3-ones (<B>2</B> and <B>3</B>), 7,7,8-trichloro-2-methyl-2-azabicyclo[2.2.2]oct-5-en-3-one (<B>4</B>), and other products. The reaction with 1,1-dichloroethylene, though, gave only 7,7-dichloro-3-azabicyclo[4.2.0]oct-4-en-2-one. <B>1</B>, <B>2</B>, <B>3</B>, and <B>4</B> were reduced by zinc to give 7,8-dichloromethyl-3-azabicyclo[4.2.0]octa-4,7-dien-2-one, 2-azabicyclo[4.2.0]octa-4,7-dien-3-ones (<B>7</B>) and 6-chloro-2-methyl-2-azabicyclo[2.2.2]octa-5,7-dien-3-one respectively. Then, <B>7</B> thermally gave valence isomers, 7-azabicyclo[4.2.0]octa-2,4-dien-8-ones, which were β-lactams.

• 公益社団法人 日本化学会の論文

著者

• Somekawa Kenichi

  Department Of Applied Chemistry And Chemical Engineering Faculty Of Engineering Kagoshima University

• Imai Ryusuke

  Department Of Dermatology Juntendo University School Of Medicine

• Kumamoto Sanetada

  Department of Applied Chemistry, Faculty of Engineering, Kagoshima University

• Furukido Ryuichi

  Department of Applied Chemistry, Faculty of Engineering, Kagoshima University

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