Consecutive HDDA and TDDA reactions of silicon-tethered tetraynes for the synthesis of dibenzosilole-fused polycyclic compounds and their unique reactivity

Consecutive HDDA and TDDA reactions of silicon-tethered tetraynes for the synthesis of dibenzosilole-fused polycyclic compounds and their unique reactivity
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DOI:
10.1039/c9sc00960d
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发表时间:
2019-07-21
期刊:
影响因子:
8.4
通讯作者:
Shibata, Takanori
Shibata, Takanori
中科院分区:
化学1区
文献类型:
--
作者:
Mitake, Akihito;Nagai, Rikako;Shibata, Takanori

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具有 1,3-二炔部分的硅系四炔经历连续的十六氢和四氢狄尔斯-阿尔德反应,得到一系列含有二苯并硅杂环骨架的稠合多环芳香族化合物。产物中的苯环充当1,3-二烯并与活性炔以及氧反应,提供[4+2]环加合物。
Silicon-tethered tetraynes possessing a 1,3-diyne moiety underwent consecutive hexadehydro- and tetradehydro-Diels-Alder reactions to give a series of fused polycyclic aromatic compounds containing a dibenzosilole skeleton. The benzene ring in the product acted as a 1,3-diene and reacted with the active alkyne as well as oxygen to provide [4 + 2] cycloadducts.