Rhodium-catalysed decarbonylative C(sp2)-H alkylation of indolines with alkyl carboxylic acids and carboxylic anhydrides under redox-neutral conditions
Rhodium-catalysed decarbonylative C(sp2)-H alkylation of indolines with alkyl carboxylic acids and carboxylic anhydrides under redox-neutral conditions
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氧化还原中性条件下铑催化二氢吲哚与烷基羧酸和羧酸酐的脱羰C(sp2)-H烷基化
DOI：
10.1039/d2ob00249c
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发表时间：
2022
期刊：
影响因子：
--
通讯作者：
Matsuda Takanori
中科院分区：
文献类型：
--
作者：
Suzuki Hirotsugu;Kawai Yuya;Takemura Yosuke;Matsuda Takanori
我们发展了一种铑催化的吲哚啉脱羰基C（sp2）-H烷基化方法。该反应有利于在氧化还原中性条件下使用烷基羧酸及其酸酐作为廉价、丰富且无毒的烷基源，其特征在于引入伯烷基链，这不能通过先前的自由基介导的脱羧反应来解决。通过机理研究，我们揭示了最初形成的C-7酰化吲哚啉通过脱羰基过程转化为相应的烷基化吲哚啉。
We developed a rhodium-catalysed decarbonylative C(sp2)–H alkylation method for indolines. This reaction facilitates the use of alkyl carboxylic acids and their anhydrides as a cheap, abundant and non-toxic alkyl source under redox-neutral conditions, featuring the introduction of a primary alkyl chain, which cannot be addressed by previous radical-mediated decarboxylative reaction. Through a mechanistic investigation, we revealed that an initially formed C-7 acylated indoline was transformed into the corresponding alkylated indoline via a decarbonylation process.