Synthesis of Highly Functionalized Indoles and Indolones via Selectivity-Switchable Olefinations

Ting Hui Ding; Zu Feng Xiao; Jian Ping Qu; Yan Biao Kang

doi:10.1021/acs.joc.7b03158

Synthesis of Highly Functionalized Indoles and Indolones via Selectivity-Switchable Olefinations

Ting Hui Ding, Zu Feng Xiao, Jian Ping Qu, Yan Biao Kang

化学与分子工程学院

University of Science and Technology of China

科研成果: 期刊稿件 › 文章 › 同行评审

5 引用（Scopus）

摘要

Highly functionalized indoles and indolones were prepared via selectivity-switchable mono- or diolefinations. The Julia olefination of the products followed by a Brønsted acid-prompted cyclization afforded indolones, whereas the indoles were obtained by a sequential Wittig olefination and electrocyclization. This method opens divergent access to highly functionalized nitrogen-containing bicyclic or tricyclic heterocycles.

源语言	英语
页（从-至）	2467-2472
页数	6
期刊	Journal of Organic Chemistry
卷	83
期	4
DOI	https://doi.org/10.1021/acs.joc.7b03158
出版状态	已出版 - 16 2月 2018

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abstract = "Highly functionalized indoles and indolones were prepared via selectivity-switchable mono- or diolefinations. The Julia olefination of the products followed by a Br{\o}nsted acid-prompted cyclization afforded indolones, whereas the indoles were obtained by a sequential Wittig olefination and electrocyclization. This method opens divergent access to highly functionalized nitrogen-containing bicyclic or tricyclic heterocycles.",

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AU - Ding, Ting Hui

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AU - Kang, Yan Biao

PY - 2018/2/16

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N2 - Highly functionalized indoles and indolones were prepared via selectivity-switchable mono- or diolefinations. The Julia olefination of the products followed by a Brønsted acid-prompted cyclization afforded indolones, whereas the indoles were obtained by a sequential Wittig olefination and electrocyclization. This method opens divergent access to highly functionalized nitrogen-containing bicyclic or tricyclic heterocycles.

AB - Highly functionalized indoles and indolones were prepared via selectivity-switchable mono- or diolefinations. The Julia olefination of the products followed by a Brønsted acid-prompted cyclization afforded indolones, whereas the indoles were obtained by a sequential Wittig olefination and electrocyclization. This method opens divergent access to highly functionalized nitrogen-containing bicyclic or tricyclic heterocycles.

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Synthesis of Highly Functionalized Indoles and Indolones via Selectivity-Switchable Olefinations

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