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Intermolecular Alkene Difunctionalization via Gold‐Catalyzed Oxyarylation
Author(s) -
Zhang Shuyao,
Wang Chenhuan,
Ye Xiaohan,
Shi Xiaodong
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202009636
Subject(s) - alkene , nucleophile , intermolecular force , chemistry , aryl , catalysis , yield (engineering) , substrate (aquarium) , reactivity (psychology) , medicinal chemistry , combinatorial chemistry , organic chemistry , molecule , materials science , alkyl , metallurgy , geology , medicine , alternative medicine , pathology , oceanography
The gold‐catalyzed intermolecular oxyarylation of alkenes is reported. This work employed the oxidative addition of aryl iodides to Me−DalphosAu + for the formation of a Au III −Ar intermediate. The better binding ability of alkenes over O nucleophiles ensured the success of intermolecular oxyarylation, giving desired products with a broad substrate scope and high efficiency (>50 examples with up to 95 % yield). One‐pot converting of methoxy groups into other nucleophiles allowed achieving alkene difunctionalization with the construction of C−N, C−S, and C−C bonds under mild conditions.