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Brønsted‐Acid‐Catalyzed para ‐Selective Diazotization of Anilines with Aryl Diazonium Tetrafluoroborates
Author(s) -
Xiong Biquan,
Wang Gang,
Wan Liming,
Xiong Tao,
Zhou Congshan,
Liu Yu,
Zhang Panliang,
Yang Changan,
Tang Kewen
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201800655
Subject(s) - chemistry , reagent , aryl , catalysis , substituent , solvent , diazonium compounds , combinatorial chemistry , organic chemistry , brønsted–lowry acid–base theory , alkyl
An efficient brønsted acid‐catalyzed method for the para‐selective diazotization at the aromatic carbon‐hydrogen sites para to an amido substituent in nonpolar solvent is illustrated, using aryl diazonium tetrafluoroborates as diazotization reagents. The direct transformation occurs under mild reaction conditions with ample scope, avoids the use of metals, and is tolerated with valuable functional groups. It is a simple way to generate a broad spectrum of functionalized azo anilines from basic starting materials with good to excellent yields.