An efficient and high-yielding one-pot synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-diones catalyzed by sodium hydrogen carbonate under solvent-free conditions

Lipase‐mediated multicomponent synthesis of 1H‐Pyrazolo[1,2‐b]phthalazine‐5,10‐dione derivatives in a binary solvent medium

“…Several multicomponent synthetic methods are reported in the literature for the synthesis of 1 H ‐pyrazolo[1,2‐ b ]phthalazine‐5,10‐dione using p‐Toluenesulfonic acid (PTSA) in 1‐butyl‐3‐methylimidazolium bromide{[bmim]Br}, 18 copper(II) acetate monohydrate, 19 triethylamine, 20 1‐butyl‐3‐ methylimidazolium hydroxide, 21 PbO nanoparticle, 22 NiCl 2 , 23 N,N,N′,N′ ‐tetrabromobenzene‐1,3‐disulfonamide, and poly( N ‐bromo‐ N‐ ethylbenzene‐1,3‐disulfonamide), 24 Al‐KIT‐6, 25 Ceric Ammonium Nitrate (CAN), 26 deep eutectic solvent, 27 NaHCO 3 , 28 and CuFe 2 O 4 @SiO 2 @C3‐Imid‐C 4 SO 3 ‐PW, 29 etc. Recently, environment friendly catalyst acidic ionic liquid [Bu 3 NH] [HSO 4 ], 30 β‐cyclodextrin, 31 and piperidinium benzene‐1,3‐disulfonate nanomagnetic ionic liquid 32 are also reported for its synthesis.…”

β‐Alanine‐functionalized magnetic graphene oxide quantum dots: an efficient and recyclable heterogeneous basic catalyst for the synthesis of 1H‐pyrazolo[1,2‐b]phthalazine‐5,10‐dione and 2,3‐dihydroquinazolin‐4(1H)‐one derivatives

“…[ 38–40 ] The general synthesis of 1 H ‐pyrazolo[1,2‐ b ]phthalazine‐5,10‐dione derivatives involves three‐component condensation reactions between aldehydes, malononitrile, and phthalhydrazide over different catalytic systems such as [bmim]Br, triethylamine, Al‐KIT‐6, NaHCO 3 , InCl 3 , and PhI(OAc) 2. [ 41–46 ] Similarly, 2,3‐dihydroquinazoline‐4(1 H )‐one derivatives have a wide range of biological activities as antitumor, analgesic, diuretic, anticancer, and herbicide agents. [ 47–51 ] In general, the methods reported for the synthesis of 2,3‐dihydroquinazolin‐4(1 H )‐one derivatives involve three‐component condensation reactions between aryl aldehydes, isatoic anhydride, and malononitrile.…”

CuII Anchored onto the Magnetic Talc: A New Magnetic Nanostructured Catalyst for the One‐Pot Gram‐Scale Synthesis of 1H‐Pyrazolo[1,2‐b]phthalazine‐5,10‐dione Derivatives

“…Synthesis of 1 H ‐pyrazolo[1,2‐b]phthalazine‐5,10‐diones via multicomponent reaction (MCRs) is a powerful tool due to its advantages of the intrinsic atom economy, simple procedure, structural diversity, energy saving, and reduced waste . To the best of our knowledge, there are only several works of literature about the multicomponent reactions of phthalhydrazide, malononitrile with aldehydes in the presence of diverse catalysts such as PTSA/[Bmim]Br, Et 3 N/EtOH, [Bmim]OH/MW, 1,8‐diazabicyclo[5,4,0]‐undec‐7‐en‐8‐ium acetate, DBU[CH 3 CO 2 ], Al‐KIT‐6, NiCl 2 .6H 2 O, InCl 3 , CuI NPs, TBBDA or PBBS, CAN PEG 400, Ni 0.5 Zn 0.5 Fe 2 O 4 nano‐crystallites, SBA@BiPy 2+ 2Cl − , RH@[SiPrDABCO@BuSO 3 H]HSO 4 , ZrO 2 NPs, PbO NPs, ZnO NPs, DCDBTSD, DMAP, β‐Cyclodextrin, NaHCO 3 , p ‐toluenesulfonic acid, and Fe 3 ‐ x Ti x O 4 @ SiO 2 @urea MNPs . Despite the merits of the previously reported synthetic methods, the generality of some of the known procedures is somewhat defected by using catalysts and solvents which are not acceptable in the context of green chemistry.…”