通过 Rh 催化的硝基亚乙烯基环加成反应实现无还原剂条件下的羟亚胺修饰的四环稠合茚并吡啶的高效构建
Reducing-Agent-Free Convergent Synthesis of Hydroxyimino-Decorated Tetracyclic Fused Cinnolines via Rh-Catalyzed Annulation Using Nitroolefins.
机构信息
Department of Chemistry, Birla Institute of Technology and Science, Pilani, Rajasthan 333031, India.
Department of Chemical Sciences, Indian Institute of Science Education and Research Mohali, Sector 81, SAS Nagar, Manuali P.O., Mohali, Punjab 140306, India.
出版信息
J Org Chem. 2021 Feb 5;86(3):2734-2747. doi: 10.1021/acs.joc.0c02729. Epub 2021 Jan 21.
A mild Rh-catalyzed method was developed for the synthesis of hydroxyimino functionalized indazolo[1,2-]cinnolines and phthalazino[2,3-]cinnolines by reductive [4 + 2] annulation between 1-arylindazolones and 2-aryl-2,3-dihydrophthalazine-1,4-diones with varied nitroolefins. The targeted oxime decorated tetracyclic fused cinnolines were synthesized via sequential C-H activation/olefin insertion/reduction under reducing-agent-free conditions.
发展了一种温和的 Rh 催化方法，用于通过 1-芳基吲哚-2-酮和 2-芳基-2,3-二氢邻苯二甲嗪-1,4-二酮与各种硝基烯烃之间的还原[4 + 2]环加成反应合成羟亚氨基功能化的吲哚并[1,2-a]喹啉和酞嗪并[2,3-a]喹啉。在无还原剂的条件下，通过顺序的 C-H 活化/烯烃插入/还原，合成了目标肟装饰的四环稠合的喹啉。
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