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Emerging Nickel Catalysis in Heck Reactions: Recent Developments
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2020-09-22 , DOI: 10.1002/adsc.202000820 Sayantika Bhakta 1 , Tapas Ghosh 1
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2020-09-22 , DOI: 10.1002/adsc.202000820 Sayantika Bhakta 1 , Tapas Ghosh 1
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The synthetic application of nickel catalysts in Heck‐coupling reactions is quite prominent and noticeable of late in organic synthesis. It shows great interest over the other transition metal catalysts due to its unique characteristic that prepares them more significantly applicable in different fields of synthetic application. The usefulness of nickel‐catalysts relies in the fact that they are abundant in nature, relatively less precious and environment friendly. Nickel plays pivotal role in different kind of Heck reactions known such as intramolecular‐, intermolecular‐, reductive‐Heck type reaction producing mainly carbocycles and hetero cycles of biological significance. Carbocyclization or hetero‐cyclization reaction occurred under optimized reaction conditions developed and come up with the formation of various structural building blocks of naturally occurring compounds. Via reductive Heck cyclization large membered ring of carbo‐ or hetero‐cyclic system was formed which performed key role as building blocks in pharmaceutical synthesis and bioactive molecule formation. Intermolecular Heck type reactions were comparatively more explored. Silyl‐Heck, carbonyl‐Heck, and other miscellaneous type reactions were covered up through nickel‐catalyzed intermolecular Heck reaction. Asymmetric versions of Heck‐ coupling reactions are also reported to proceed even with unactivated alkenes, offering molecules having quaternary stereogenic center in a regio‐ and enantioselective manner. This manuscript intends to cover these entire concepts.
中文翻译：
Heck反应中新兴的镍催化：最新进展
镍催化剂在Heck偶联反应中的合成应用非常突出，在有机合成后期也很引人注目。它对其他过渡金属催化剂表现出极大的兴趣，这是因为其独特的特性使它们更明显地适用于合成应用的不同领域。镍催化剂的实用性在于它的性质丰富，相对珍贵且对环境友好。镍在已知的各种Heck反应中起着关键作用，例如分子内，分子间，还原性Heck型反应，主要产生碳环和具有生物学意义的杂环。碳环化或杂环化反应是在最优化的反应条件下发生的，并形成了天然化合物的各种结构组成部分。通过还原性Heck环化作用，形成了碳或杂环系统的大成员环，这些环在药物合成和生物活性分子形成中起重要作用。分子间Heck型反应进行了比较探索。镍催化的分子间Heck反应掩盖了甲硅烷基-Heck，羰基-Heck和其他各种类型的反应。据报道，即使未活化的烯烃也可进行不对称形式的Heck偶联反应，从而以区域和对映选择性的方式提供具有季立体中心的分子。
更新日期：2020-09-22
中文翻译：
Heck反应中新兴的镍催化：最新进展
镍催化剂在Heck偶联反应中的合成应用非常突出，在有机合成后期也很引人注目。它对其他过渡金属催化剂表现出极大的兴趣，这是因为其独特的特性使它们更明显地适用于合成应用的不同领域。镍催化剂的实用性在于它的性质丰富，相对珍贵且对环境友好。镍在已知的各种Heck反应中起着关键作用，例如分子内，分子间，还原性Heck型反应，主要产生碳环和具有生物学意义的杂环。碳环化或杂环化反应是在最优化的反应条件下发生的，并形成了天然化合物的各种结构组成部分。通过还原性Heck环化作用，形成了碳或杂环系统的大成员环，这些环在药物合成和生物活性分子形成中起重要作用。分子间Heck型反应进行了比较探索。镍催化的分子间Heck反应掩盖了甲硅烷基-Heck，羰基-Heck和其他各种类型的反应。据报道，即使未活化的烯烃也可进行不对称形式的Heck偶联反应，从而以区域和对映选择性的方式提供具有季立体中心的分子。
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