Microwave assisted palladium-catalyzed synthesis of phthalazinones and pyridopyridazinones

Microwave irradiation as a sustainable tool for catalytic carbonylation reactions

“…[41]. In addition, Rao described the carbonylation of 2-bromobenzaldehyde derivatives with arylhydrazine, Mo(CO) 6 , and Cs 2 CO 3 in dioxane at 140 °C, under microwave heating, producing the corresponding phthalazinones of type 60 [58 ] (Scheme 32). This reaction was carried out in the presence of Pd(OAc) 2 /di-1-adamantyl-n-butylphosphine (BuPAd 2 ) as catalyst.…”

“…The use of molybdenum hexacarbonyl as an alternative source of CO gas was extended to the synthesis of pyridopyridazinones 61, in moderate yields (Scheme 33) [58]. The authors investigated several o-bromopyridine aldehydes and arylhydrazines and various pyridopyridazinones were isolated with moderate to good yields (62-67%) [58].…”

“…The authors investigated several o-bromopyridine aldehydes and arylhydrazines and various pyridopyridazinones were isolated with moderate to good yields (62-67%) [58]. Chen [ 59 ] reported the palladium-catalyzed cyclocarbonylations of 2-iodoanilines with various terminal alkynes, providing substituted quinolones of types 62 and 63.…”

Phthalazin-1(2H)-one as a remarkable scaffold in drug discovery

“…Green chemistry procedures have also been recently described. For example, reactions performed using ionic liquids under ultrasound irradiation [44], reusable unsupported or heterogeneous catalyst [45], or palladium-catalyzed carbonylation under microwave irradiation in which the toxic CO gas was replaced by molybdenum hexacarbonyl (Mo(CO) 6 ) [46].…”

Conventional and Microwave‐assisted Total Synthesis, Antioxidant Capacity, Biological Activity, and Molecular Docking Studies of New Hybrid Compounds

“…In addition, microwave (MW)‐assisted techniques are reported to be more effective in terms of the environment, reaction time, high yields, ease of work‐up, and isolation of products. Moreover, solvents, which are often expensive, toxic, and difficult to remove in the case of aprotic dipolar solvents with high boiling points and are environmentally polluting agents, are not necessary for most MW‐assisted synthesis . Therefore, the combination of one‐pot multicomponent reactions and MW irradiation techniques has been a very attractive methodology for the production of new bioactive compounds.…”