Convergent Strategy for the Synthesis of Oxa-, Thia-, and Selena[5]helicenes by Acetylene-Activated S N Ar Reactions
Convergent Strategy for the Synthesis of Oxa-, Thia-, and Selena[5]helicenes by Acetylene-Activated S N Ar Reactions
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乙炔激活 S N Ar 反应合成 Oxa-、Thia- 和 Selena[5]helicene 的收敛策略
DOI：
10.1021/acs.joc.0c00052
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发表时间：
2020
期刊：
影响因子：
--
通讯作者：
Katz, Jeffrey L.
中科院分区：
文献类型：
--
作者：
Hoenig, Samuel M.;Yan, Youmian;Dougherty, Emily A.;Hudson, Reuben;Petovic, Sava;Lee, Christopher K.;Hu, Yusheng;Gomez, Lucas S.;Katz, Jeffrey L.
提出了一种串联乙炔激活的 SNAr-阴离子环化策略，用于合成含硫族杂[5]螺烯。氧杂、硫杂和硒[5]螺烯是从常见的邻氟乙炔芳烃前体获得的，允许杂原子安装在杂[5]螺烯内核表面的1位或1位和12位。
A tandem acetylene-activated SNAr-anionic cyclization strategy is presented for the synthesis of chalcogen-containing hetero[5]helicenes. Oxa-, thia-, and selena[5]helicenes are accessed from commonortho-fluoro-ethynylarene precursors, allowing the heteroatoms to be installed at the 1-position or 1- and 12-positions of the hetero[5]helicene inner core surface.