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Synthesis of π-Extended Heterocycles via Rh(III)-Catalyzed Oxidative Annulation of 5-Aryl Pyrazinones with Alkynes
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2021-09-30 , DOI: 10.1021/acs.joc.1c01752
Harin Oh 1 , Hee Won Byun 1 , Kyeongwon Moon 1 , Saegun Kim 1 , Prithwish Ghosh 1 , Won An 1 , Jong Hwan Kwak 1 , Jung Su Park 2 , Neeraj Kumar Mishra 1 , In Su Kim 1
Affiliation  

The Rh(III)-catalyzed C–H functionalization and subsequent oxidative annulation between 5-aryl pyrazinones and internal alkynes are reported. This protocol provides facile access to a wide range of pyrazinone-linked naphthalenes via the C(sp2)–H alkenylation and subsequent annulation. This transformation is characterized by mild conditions, simplicity, and excellent functional group compatibility. Notably, it is a first report of the utilization of pyrazinones as directing groups in C–H functionalization.

中文翻译:

Rh(III)催化5-芳基吡嗪酮与炔烃的氧化环化合成π-扩展杂环

报道了 5-芳基吡嗪酮和内部炔烃之间的 Rh(III) 催化的 C-H 官能化和随后的氧化环化。该协议通过 C(sp 2 )-H 烯基化和随后的环化提供了对各种吡嗪酮连接的萘的便捷访问。这种转化具有条件温和、简单、官能团相容性好的特点。值得注意的是,这是第一次使用吡嗪酮作为指导基团进行 C-H 官能化的报道。
更新日期:2021-12-03
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