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铜(II)/碱协同促进环状酮与α,β-不饱和醛/酮及NHI的[2 + 1 + 3]环化反应以合成稠合吡啶。

Cu(II)/Base Synergistic Promoted [2 + 1 + 3] Cyclization of Cyclic Ketones with α,β-Unsaturated Aldehydes/Ketones and NHI to Access Fused Pyridines.

作者信息

Lu Hao, Li Xinyu, Ou Yi-Feng, Du Peng, Yin Shuang-Feng, Kambe Nobuaki, Qiu Renhua

机构信息

State Key Laboratory of Chemo/Biosensing and Chemometrics, Advanced Catalytic Engineering Research Center of the Ministry of Education, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. China.

The Institute of Scientific and Industrial Research, Osaka University, 8-1 Mihogaoka, Ibaraki, Osaka 567-0047, Japan.

出版信息

Org Lett. 2024 Aug 30;26(34):7191-7195. doi: 10.1021/acs.orglett.4c02628. Epub 2024 Aug 20.

DOI:10.1021/acs.orglett.4c02628
PMID:39162425
Abstract

Herein, a practical three-component [2 + 1 + 3] cyclization of various cyclic ketones with α,β-unsaturated aldehydes/ketones and ammonium iodide (NHI) to access highly functional fused pyridines has been developed. The features of this transformation include mild reaction conditions, readily available starting materials, and excellent chemoselectivity. This protocol is compatible with various functional groups, and the preliminary studies on the mechanism of the reaction are also provided.

摘要

在此,我们开发了一种实用的三组分[2 + 1 + 3]环化反应,该反应利用各种环状酮与α,β-不饱和醛/酮以及碘化铵(NHI)来合成高度官能化的稠合吡啶。这种转化反应的特点包括温和的反应条件、易于获得的起始原料以及出色的化学选择性。该方法与各种官能团兼容,并且还提供了对反应机理的初步研究。

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Org Lett. 2024 Aug 30;26(34):7191-7195. doi: 10.1021/acs.orglett.4c02628. Epub 2024 Aug 20.
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