吡唑光转位中的竞争途径

J. Barltrop, A. C. Day, A. Mack, A. Shahrisa, S. Wakamatsu
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引用次数: 15

摘要

氰基取代吡唑通过两种同时发生的途径光化学转位成咪唑:(a) 1,5-交换,可能是通过与重氮双环戊烯的2,5键交换,重氮双环戊烯在重芳化前通过氮“行走”异构;(b) 2,3-交换,可能是通过中间氮嘧啶;与之形成鲜明对比的是,1,5-二甲基-3-三氟甲基吡唑仅通过前一种途径光转位。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Competing pathways in the phototransposition of pyrazoles
Cyano-substituted pyrazoles transpose photo-chemically into imidazoles by two concurrent paths: (a) 1,5-interchange, probably by 2,5-bonding to a diazabicyclopentene which isomerises by nitrogen ‘walk’ before rearomatisation, and (b) 2,3-interchange, probably via an intermediate azirine; in sharp contrast, 1,5-dimethyl-3-trifluoromethylpyrazole phototransposes exclusively by the former path.
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