Synthesis of Spirocyclic Diarylfluorenes by One-Pot Twofold SNAr Reactions of Diaryl Sulfones with Diarylmethanes
Synthesis of Spirocyclic Diarylfluorenes by One-Pot Twofold SNAr Reactions of Diaryl Sulfones with Diarylmethanes
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DOI：
10.1021/acs.orglett.5b03384
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发表时间：
2016-02-05
期刊：
影响因子：
5.2
通讯作者：
Osuka, Atsuhiro
中科院分区：
文献类型：
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作者：
Bhanuchandra, M.;Yorimitsu, Hideki;Osuka, Atsuhiro
在KN（SiMe 3）（2）的存在下，用环状二芳基甲烷处理二苯并噻吩二氧化物，可在一次操作中形成基于芴的螺环四芳基甲烷。该转化将通过二氧化物与环状二芳基甲基钾的分子间SNAr反应进行，然后进行分子内SNAr环化。这种简单的策略提供了螺环二芳基芴，包括不寻常的，否则难以合成。
Treatment of dibenzothiophene dioxides with cyclic diarylmethanes in the presence of KN(SiMe3)(2) results in the formation of fluorene-based spirocyclic tetraarylmethanes in a single operation. The transformation would proceed via an intermolecular SNAr reaction of the dioxides with cyclic diarylmethylpotassium followed by intramolecular SNAr cyclization. This straightforward strategy provides spirocyclic diarylfluorenes including unusual ones that are otherwise difficult to synthesize.