One-Pot Synthesis of N2-Substituted 2-Amino-4-aryl-5,6,7,8-tetrahydroquinoline-3-carbonitrile in Basic Ionic Liquid [bmim]OH

Multicomponent reactions in unconventional solvents: state of the art

“…substituted 2-amino-4-aryl-5,6,7,8-tetrahydroquinoline-3-carbonitriles 107 in good to excellent yields (Scheme 60). 213 During this transformation, at least 11 bonds were cleaved and 7 new bonds were constructed. The ionic liquid could be recovered easily after the reaction, and reused up to five cycles as a reaction medium with a slight decrease in yields.…”

Ultrasound-promoted green approach for the synthesis of multisubstituted pyridines using stable and reusable SBA-15@ADMPT/H5PW10V2O40nanocatalyst at room temperature

“…Therefore, the development of new procedures for their synthesis is still a desirable goal. Due to the wide range of applications and pharmacological activity of 2-amino-3-cyanopyridine derivatives, a variety of reagents and catalysts such as ytterbium perfluorooctanoate [Yb(PFO) 3 ] (37), Graphene oxide (38), 2,2,2-trifluoroethanol (39), Fe 3 O 4 /cellulose (40), ionic liquids (41), and Au/MgO (42) have been reported for the synthesis of these compounds. However, most of these procedures suffer from one or more drawbacks such as the use of expensive metal catalysts, harsh reaction conditions, tedious multistep syntheses, use of toxic solvent, complicated reaction procedures.…”

Metal-free domino one-pot protocols for quinoline synthesis

“…55 Our group 144 Another ionic liquid mediated synthesis of quinolines is reported, involving a four-component, one-pot reaction of aromatic aldehyde 5, cyclohexanone 85, malononitrile 33c, and amines 1 or 205 in basic ionic liquid [Bmim]OH to produce tetrahydroquinoline-3-carbonitriles 206 (Scheme 74). 145 A two-phase microwave-assisted cascade reaction between isatins 40 and b-ketoamides 208 in [Bmim]BF 4 /toluene led to the formation of pyrrolo [3,4-c]quinoline-1,3-diones 207 (Scheme 75). 146 The recyclability of the ionic liquid for 6 cycles was shown.…”