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BMIm[OH] Catalyzed Rapid, Mild and Improved Protocol for the Synthesis of 3‐Hydroxy‐3‐(nitroalkyl)indolin‐2‐one Derivatives in Water
Author(s) -
Chakraborty Ankita,
Ghosh Tanmoy,
Maiti Dilip K.,
Majumdar Swapan
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201804026
Subject(s) - ionic liquid , nitromethane , catalysis , chemistry , nitroethane , yield (engineering) , green chemistry , organic chemistry , nitroaldol reaction , alkylation , enantioselective synthesis , materials science , metallurgy
A sustainable route for the Henry reaction of isatins with nitromethane or nitroethane to afford 3‐hydroxy‐3‐(nitroalkyl)indolin‐2‐ones was developed by the catalysis of 1‐butyl‐3‐methyl imidazolium hydroxide (BMIm[OH]) ionic liquid in water‐SDS system. Incorporation of SDS in the reaction medium enhances the reaction rate by suppressing the solubility issues for different substrates particularly for N ‐alkylated isatins. This method provides high yield of the condensation product in a shorter reaction time under a very mild condition and in a multi‐gram scale reaction. Moreover, recyclability of the catalyst ionic liquid as well as reaction medium including surfactant makes the present protocol environmentally benign.