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Oxidation‐Induced para ‐Selective Formylation of N,N‐Substituted Aniline
Author(s) -
Sun Li,
Yao Anjin,
Wang Haiyan,
Zhang Limei,
Zeng Lizhen,
Huang Zhiliang,
Gao Meng,
Lei Aiwen
Publication year - 2018
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201800228
Subject(s) - formylation , chemistry , aniline , yield (engineering) , organic chemistry , combinatorial chemistry , catalysis , materials science , metallurgy
Selective formylation of aromatic C−H bonds is of great importance, since aromatic aldehydes are valuable synthetic intermediates in organic chemistry. Recently, an impressive progress has been made in this field. However, an effective strategy for the selective formylation of N,N‐substituted anilines is still needed. In this regard, we disclose a novel oxidant‐induced para ‐selective formylation of N,N‐substituted aniline towards the synthesis of aromatic aldehydes in this work. Using DDQ as the sole oxidant, various N,N‐substituted anilines could be transformed into the desired formylation products under metal‐free conditions, and the yield is up to 92 %.