β-Cyclodextrine-SO3H: the most efficient catalyst for one-pot synthesis of 2H-indazolo[2,1-b]phthalazine-triones under solvent-free conditions

Abstract

An environmentally benign and efficient method has been developed for the synthesis of a series of 2H-indazolo[2,1-b]phthalazine-triones derivatives with b-cyclodextrine-SO 3 H as a recyclable catalyst by simply combining of various aldehydes with cyclic 1,3-diketones and phthalhydrazide under solvent free condition. The advantageous features of this methodology are high atom-economy, operational simplicity, shorter reaction time, convergence, and facile automation. Graphical Abstract A greener, efficient, and expeditious method has been developed for the synthesis of 2H-indazolo [2,1-b] phthalazine-triones derivatives with b-cyclodextrine-SO 3 H as a recyclable catalyst for the first time. NH NH O O O O N N O + + R 2 R 2 R 1 H O O R 1 O R 2 R 2 β-cyclodextrin-SO 3 H Keywords b-Cyclodextrine-SO 3 H Á Homogeneous catalyst Á 2H-indazolo[2,1-b]phthalazine-triones Á Solvent free Á MCRs Electronic supplementary material The online version of this article (

Waste to wealth: conversion of nano‐magnetic eggshell (Fe3O4@Eggshell) to Fe3O4@Ca(HSO4)2: cheap, green and environment‐friendly solid acid catalyst

“…This indicates that the ‐SO 3 H group on the surface of the eggshell is the initiator of the reaction. Accordingly, and based on the literature reported mechanism, the possible mechanism is shown in the Figure .…”

“…Figure shows the general procedure for the synthesis of indazolo[1,2‐b]‐phthalazinetrione derivatives. Different substitute on the benzaldehyde include electron withdrawing and electron donating groups was tested with low reaction time, and medium to high yield with compare to literature data . Given data in the Table are the purification yields, and doesn’t mean the reaction yields.…”

“…One of this MCRs is the synthesis of indazolo[1,2‐b]‐phthalazinetrione derivatives which are important structural motif which possess anticonvulsant, cardiotonic, and vasorelaxant activities. Although various catalyst such as Caffeine‐H 2 SO 4 , Succinimidinium Hydrogen Sulfate, β‐Cyclodextrin, encapsulated phosphotungstic acid nanoparticles, [Et 3 N‐SO 3 H]Cl), β‐Cyclodextrine‐SO 3 H, Fe 3 O4@SiO 2 ‐imid‐PMA n , N,N‐diethyl‐N‐sulfoethanaminium hydrogen sulfate, succinimidinium N‐sulfonic acid hydrogen sulfate, 3‐sulfonic acid 1‐imidazolopyridinium hydrogen sulfate, Ca 2 CuO 3 /CaCu 2 O 3 /CaO, [27]…”

Crystal structure of 13-(2-methoxyphenyl)-3,4-dihydro-2H-indazolo[1,2-b]phthalazine-1,6,11(13H)-trione

“…For the synthesis of the title compound, see: Khurana & Magoo (2009). For similar condensation reactions as used here, see: Atar et al (2015). For the Cambridge Structural Database, see: Groom & Allen (2014 Table 1 Hydrogen-bond geometry (Å , ).…”

“…During the last two decades there is a growing interest in the synthesis of several phthalazines as promising drug candidates for the treatment of cancer (Hasaninejed et al, 2012;Keshipour et al, 2012). Herein we report on the synthesis and crystal structure of the title compound, synthesized by condensation of phthalhydrazide, 2-methoxybenzaldehyde and 1,3-cyclohexadione (Atar et al, 2015).…”