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Facile Three‐Component Synthesis of Macrocyclane‐Fused Pyrazolo[3,4‐ b ]pyridine Derivatives
Author(s) -
Jiang Bo,
Liu YinPing,
Tu ShuJiang
Publication year - 2011
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.201100127
Subject(s) - chemistry , pyridine , combinatorial chemistry , aryl , component (thermodynamics) , organic chemistry , alkyl , physics , thermodynamics
A series of new functionalized macrocyclane‐fused pyrazolo[3,4‐ b ]pyridine derivatives with an aryl group at the 2‐position of the pyridine nucleus have been synthesized by microwave‐assisted three‐component reactions of aldehydes, aminopyrazole and cycloketones in HOAc using 1.0 equiv. of TFA as a promoter. The procedure is facile, avoiding time‐consuming and costly syntheses, tedious work‐ups and purifications of precursors as well as protection/deprotection of functional groups. This method is very efficient due to short reaction times and easy work‐up and provides an efficient and promising synthetic strategy for the construction of the macrocyclane‐fused pyrazolo[3,4‐ b ]pyridine skeleton.