Domino thermal radical cycloaromatization of non-conjugated aromatic hexa- and heptaynes:: synthesis of fluoranthene and benzo[a]rubicene skeletons

Domino thermal radical cycloaromatization of non-conjugated aromatic hexa- and heptaynes:: synthesis of fluoranthene and benzo[a]rubicene skeletons
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DOI:
10.1016/s0040-4039(99)02312-6
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发表时间:
2000-02-26
影响因子:
1.8
通讯作者:
Ueda, I
Ueda, I
中科院分区:
化学4区
文献类型:
--
作者:
Miyawaki, K;Kawano, T;Ueda, I

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非共轭芳族六炔和七炔在25 ℃下进行多米诺热自由基环芳构化,得到具有螺旋性的茚并环稠合的荧蒽和茚并环稠合的苯并[a]红宝石骨架。该多环化反应区域选择性地进行,在最后一步通过环化产生[6]螺烯衍生物。本文还介绍了[6]螺烯衍生物(6和7)的结构和热消旋反应。(C)2000爱思唯尔科技有限公司版权所有。
Non-conjugated aromatic hexa- and heptaynes underwent domino thermal radical cycloaromatization at 25 degrees C to yield indenol ring-fused fluoranthene and indenol ring-fused benzo[a]rubicene skeletons with helicity. This multicyclization reaction proceeded regioselectively to yield [6]helicene derivatives via annulation at the final step. The structure and thermal racemization of [6]helicene derivatives (6 and 7) is also described. (C) 2000 Elsevier Science Ltd. All rights reserved.