Organic photochemistry. 50. Photoinduced skeletal rearrangement of alkylindenes

H Morrison, D Giacherio…

文献索引：Morrison, Harry; Giacherio, David; Palensky, Frederick J. Journal of Organic Chemistry, 1982 , vol. 47, # 6 p. 1051 - 1058

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被引用次数: 16

摘要

The indene phototransposition reaction, a skeletal rearrangement of certain alkylindenes involving an interchange of carbons 1 and 2 (eq 2), is described. The postulated mechanism (Scheme 11) involves a [2+ 21 closure followed by a [1, 3] sigmatropic shift, opening to an isoindene and 1, 5 hydrogen shifts to re-form the indene system. Results of experiments with indenes containing different alkyl groups at C1 and Cz and with 1, l-dimethylindene lend ...