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Efficient photochemical oxetane formation from 1-methyl-2,4,5-triphenylimidazole and benzophenones

✍ Scribed by Yoshikatsu Ito; Meng Ji-Ben; Shin Suzuki; Yoshitaka Kusunaga; Teruo Matsuura; Keiichi Fukuyama

Book ID: 104226764
Publisher: Elsevier Science
Year: 1985
Tongue: French
Weight: 250 KB
Volume: 26
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)94787-7

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✦ Synopsis

In contrast to simple imidazoles, l-methyl-2,4,5_triphenylimidazole (1) produced stable oxetane photoadducts 3_b -2 with good efficiency upon irradiation in the presence of benzophenone derivatives 2_b -2 in acetonitrile solution. Irradiation in the solid-phase was also studied. The oxetanes 2 -Q readily underwent cycloreversion by acid catalysis or by heating. Several years ago we found that 1-methyl-2,4,5_triphenylimidazole (l), in contrast to simple imidazoles, owned unique photochemical reactivity toward 2-cyanopyridine.'

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