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无配体 Pd 催化的不饱和腙与二芳基碘鎓盐的烯烃氨基芳基化反应合成二氢吡唑

Synthesis of Dihydropyrazoles via Ligand-Free Pd-Catalyzed Alkene Aminoarylation of Unsaturated Hydrazones with Diaryliodonium Salts.

机构信息

CCNU-uOttawa Joint Research Centre, Hubei International Scientific and Technological Cooperation Base of Pesticide and Green Synthesis, Key Laboratory of Pesticides and Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University , 152 Luoyu Road, Wuhan 430079, China.

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry , 345 Lingling Road, Shanghai 200032, China.

出版信息

Org Lett. 2017 Oct 6;19(19):5208-5211. doi: 10.1021/acs.orglett.7b02480. Epub 2017 Sep 12.

Abstract

A ligand-free, palladium-catalyzed aminoarylation reaction of the unactivated alkenes in β,γ-unsaturated hydrazones is described. This protocol enables efficient and simultaneous formation of C(sp)-N and C(sp)-C(sp) bonds under mild conditions, providing a practical and general approach to various diversely substituted dihydropyrazoles in generally good yields, without the use of any stoichiometric external oxidant.

摘要

描述了一种无配体、钯催化的β,γ-不饱和腙中未活化烯烃的芳基化反应。该方案在温和条件下能够高效且同时形成 C(sp)-N 和 C(sp)-C(sp)键,为各种不同取代的二氢吡唑提供了一种实用且通用的方法,产率一般较好,且无需使用任何化学计量的外部氧化剂。

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