Cu-Mediated Sulfonyl Radical-Enabled 5-exo-trig Cyclization of Alkenyl Aldehydes: Access to Sulfonylmethyl 1H-Indenes

Cu-Mediated Sulfonyl Radical-Enabled 5-exo-trig Cyclization of Alkenyl Aldehydes: Access to Sulfonylmethyl 1H-Indenes
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DOI:
10.1021/acs.joc.8b00341
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发表时间:
2018-04-20
影响因子:
3.6
通讯作者:
Zhang, Ao
Zhang, Ao
中科院分区:
化学2区
文献类型:
--
作者:
Ni, Jiabin;Xue, Yu;Zhang, Ao

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首次开发了一种通过 Cu(I) 介导的磺酰基自由基实现烯基醛的 5-exo-trig 环化构建磺酰甲基 1H-茚的有效方法。机理研究表明可能涉及自由基加成-环化-消除(RACE)过程。该反应具有相对较宽的底物范围、良好的成环效率和不同的官能团耐受性。
An efficient method for the construction of sulfonylmethyl 1H-indenes via Cu(I)-mediated sulfonyl radical enabled 5-exo-trig cyclization of alkenyl aldehydes has been developed for the first time. Mechanistic studies indicated that a radical addition-cyclization-elimination (RACE) process might be involved. The reaction features a relatively broad substrate scope, good annulation efficiency, and varying functional group tolerance.