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Silver‐Nitrite‐Assisted In Situ Diazotization Reaction: Cross‐Coupling of Anilines with Arylboronic Acids at Room Temperature
Author(s) -
Gowrisankar Saravanan,
Seayad Jayasree
Publication year - 2015
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.201500063
Subject(s) - chemistry , reagent , nitrite , base (topology) , in situ , ligand (biochemistry) , combinatorial chemistry , coupling reaction , organic chemistry , catalysis , nitrate , mathematical analysis , biochemistry , receptor , mathematics
A Pd‐catalyzed, convenient, and simple one‐pot method for the preparation of unsymmetrical biaryls from anilines is established via an in situ diazotization reaction using silver nitrite (AgONO) as an alternative nitrosating reagent. The protocol works under ligand‐ and base‐free conditions at room temperature and tolerates a variety of functionalized anilines and arylboronic acids leading to the corresponding biaryl products in moderate to good yields.