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Indium Trichloride (InCl 3 ) Catalyzed Synthesis of Fused 7‐Azaindole Derivatives Using Domino Knoevenagel‐Michael Reaction
Author(s) -
Dongare Sakharam B.,
Chavan Hemant V.,
Surwase Datta N.,
Bhale Pravin S.,
Mule Yoginath B.,
Bandgar Babasaheb P.
Publication year - 2016
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.201500540
Subject(s) - chemistry , knoevenagel condensation , domino , michael reaction , catalysis , cascade reaction , intramolecular force , nitroaldol reaction , organic chemistry , reaction conditions , pyrrole , medicinal chemistry , combinatorial chemistry , enantioselective synthesis
An efficient and high yielding methodology developed for the synthesis of fused 7‐azaindole derivatives via one pot multicomponent assembly process of cyclic 1,3‐dicarbonyls with substituted aldehydes and 5‐amino‐1‐ tert ‐butyl‐1H‐pyrrole‐3‐carbonitrile. The transformation occurs via domino Knoevenagel‐ Michael reaction followed by intramolecular cyclization in the presence of catalytic amount of InCl 3 (10 mol %). Mild reaction conditions, easy isolation of products, and good to excellent yields in a shorter period of time are the silent features of present methodology. Structures of all the newly prepared compounds have been corroborated by various spectroscopic methods.