Convergent Strategy for the Synthesis of Oxa-, Thia-, and Selena[5]helicenes by Acetylene-Activated SNAr Reactions

被引：15

作者：

Hoenig, Samuel M. ^{[1
]}

Yan, Youmian ^{[1
]}

Dougherty, Emily A. ^{[1
]}

Hudson, Reuben ^{[1
]}

Petovic, Sava ^{[1
]}

Lee, Christopher K. ^{[1
]}

Hu, Yusheng ^{[1
]}

Gomez, Lucas S. ^{[1
]}

Katz, Jeffrey L. ^{[1
]}

机构：

[1] Colby Coll, Dept Chem, Waterville, ME 04901 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 85卷 / 06期

基金：

美国国家科学基金会;

关键词：

ONE HUNDRED YEARS; STEREOSELECTIVE SYNTHESES; PHOTOCYCLIZATION; CYCLIZATION; STILBENES;

D O I：

10.1021/acs.joc.0c00052

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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 common ortho-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.

引用

页码：4553 / 4559

页数：7

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