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Ruthenium‐Catalyzed Synthesis of Quinazolinones through Hydrogen Transfer and Cyclization
Author(s) -
Qiao Jingyi,
Jiang Hongshuo,
Liu Xiaochong,
Xu Chunzhao,
Sun Zhizhong,
Chu Wenyi
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201900317
Subject(s) - chemistry , ruthenium , quinazolinone , catalysis , intramolecular force , tandem , primary (astronomy) , combinatorial chemistry , transfer hydrogenation , one pot synthesis , functional group , organic chemistry , materials science , physics , polymer , composite material , astronomy
An efficient ruthenium‐catalyzed tandem cyclization for the formation of C–N bond was developed by using hydrogen transfer reaction and intramolecular cyclization. This process relied on the efficient availability of nitroarenes and primary alcohols to form C–N bond by hydrogen transfer reaction. This method could be widely used in the synthesis of quinazolinone skeletons due to less waste, higher reaction efficiency and better functional groups tolerance. A series of quinazolin‐4(3 H )‐ones derivatives were obtained with high production by using nitroarenes and primary alcohols as the substrates. Finally, based on the experimental results, a reasonable series reaction mechanism was proposed.