Premium
Synthesis of 1 H ‐Indazoles and Quinazolines Using Additive Intermediates of Grignard Reagents to 2‐Amino Benzonitriles
Author(s) -
Zhao Huantian,
Huang Jiefang,
Zhang Jing,
Tang Yu,
Zhang Yuanming
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201904794
Subject(s) - chemistry , yield (engineering) , reagent , grignard reagent , grignard reaction , combinatorial chemistry , medicinal chemistry , organic chemistry , materials science , metallurgy
We have developed a convenient and efficient approach to 1 H ‐indazoles in one pot under air atmosphere, using additive intermediates of Grignard reagents to 2‐aminobenzonitriles via a FeCl 3 /Bpy catalyzed N–N coupling. Besides, such intermediates could react with esters in one pot to yield quinazolines promoted by BiCl 3 /Ph 3 P. Both 1 H ‐indazoles and quinazolines were prepared in good to excellent yields. The possible mechanisms for the formation of 1 H ‐indazoles and quinazolines were proposed.