meta-Hydroxylation of Pyridines, Quinolines, and Isoquinolines Using Dearomatized Intermediates.

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Tác giả: Debkanta Bhattacharya, Armido Studer

Ngôn ngữ: eng

Ký hiệu phân loại:

Thông tin xuất bản: Germany : Angewandte Chemie (International ed. in English) , 2025

Mô tả vật lý:

Bộ sưu tập: NCBI

ID: 194412

The functionalization of C-H bonds in heterocycles holds considerable importance in chemical synthesis and drug discovery. Recently, the regioselective introduction of various functionalities at the meta-position of azines, utilizing readily accessible dearomatized intermediates, has emerged as a highly attractive approach. Along these lines, the meta-hydroxylation of azines is an appealing but challenging transformation due to the inherent electronic nature of these heterocycles. Herein, we report a meta-selective hydroxylation of pyridines, quinolines and isoquinolines through easily accessible oxazinoaza-arene intermediates. The nucleophilic C3-position of these dienamine-type intermediates engages in highly regioselective hydroxylation upon treatment with electrophilic peroxides.
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