Copper‐catalyzed Clauson–Kass pyrroles synthesis in aqueous media | Zendy

Deng HongJuan | Zendy; Fang YuJing | Zendy; Chen GaoWei | Zendy; Liu MiaoChang | Zendy; Wu HuaYue | Zendy; Chen JiuXi | Zendy

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Copper‐catalyzed Clauson–Kass pyrroles synthesis in aqueous media

Author(s) -

Deng HongJuan,

Fang YuJing,

Chen GaoWei,

Liu MiaoChang,

Wu HuaYue,

Chen JiuXi

Publication year - 2012

Publication title -

applied organometallic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.53

H-Index - 71

eISSN - 1099-0739

pISSN - 0268-2605

DOI - 10.1002/aoc.1864

Subject(s) - chemistry , aqueous medium , copper , catalysis , selectivity , aqueous solution , combinatorial chemistry , organic chemistry

An efficient and convenient copper‐catalyzed Clauson–Kass reaction of 2,5‐dimethoxytetrahydrofuran with amines in aqueous media has been developed, providing a wide range of N ‐substituted pyrroles in good yields. It is noteworthy that the Clauson–Kass reaction of 2,5‐dimethoxytetrahydrofuran with p ‐phenylenediamine or m ‐phenylenediamine proceeds smoothly to afford the corresponding monopyrroles and bispyrroles with high selectivity in impressive yields. A plausible mechanism for the formation of N ‐substituted pyrroles has been proposed. Copyright © 2012 John Wiley & Sons, Ltd.

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