Reactivities of nitrenes generated by photolysis of 2-(. omega.-phenylalkyl) phenyl azides

S Murata, R Yoshidome, Y Satoh, N Kato…

Index: Murata, Shigeru; Yoshidome, Ryuichi; Satoh, Youji; Kato, Noriyasu; Tomioka, Hideo Journal of Organic Chemistry, 1995 , vol. 60, # 5 p. 1428 - 1434

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Citation Number: 20

Abstract

In order to investigate the reactivity of a photolytically generated arylnitrene with an intramolecular CH bond, the photochemistry of 2-(w-phenylalkyl) phenyl azides (la-d) was examined. Irradiation of 1 in solution revealed that the insertion of the nitrene into an adjacent CH bond to give cyclic compounds 4 and 6 occurs favorably only when a reactive CH bond, such as benzylic, is located close to the nitrenic center. This process can ...