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Photocyclization of 2-(N-Benzoyl-N-benzylamino)ethyl Benzoylacetate via Remote Hydrogen Abstraction. Enhancing Effect on Biradical Cyclization by the N-Benzoyl Group

Tadashi Hasegawa,Takashi Anma,Satoko Suzuki,Yutaka Maeda,Ernst Horn

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN（2007）

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Abstract
Upon irradiation 2-(N-benzoyl-N-benzylamino)ethyl benzoylacetate underwent photocyclization to give 8-membered azalactones in high yields. Intramolecular hydrogen bonding between the hydroxy and benzoyl carbonyl group in the 1,8-biradical intermediate produced from the benzoylacetate enhanced the photocyclization.
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Key words
biradical photocyclization,remote hydrogen abstraction,n-benzoyl-n-benzylamino
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