Iodine-promoted three-component reaction for the synthesis of spirooxindoles

Engaging Isatins in Multicomponent Reactions (MCRs) – Easy Access to Structural Diversity

“…explored the synthesis of spirochromeno[4,3‐ b ]indoline derivatives, exploring a wide scope of substrates, which included isatin and 4‐hydroxycoumarins derivatives and different cyclic 1,3‐dicarbonyl compounds (Scheme 58A). They synthesized 25 examples via a 3‐MCR in dichloroethane under reflux conditions, furnishing the desired products in moderate to very good yields (42–91 %) [114] . In the case of the synthesis of spirochromeno[3,4‐ b ]quinoline derivatives, Khan et al .…”

“…I 2 [114] , [115] , [168] p ‐TSA.H 2 O [116] , [128] , [158] , [176] , [184] H 3 PW 12 O 4 [117] NbCl 5 [170] BF 3 .Et 2 O [67] AgCO 3 [48] …”

Stereoselective Synthesis of Spirooxindole Derivatives Using One-Pot Multicomponent Cycloaddition Reaction and Evaluation of Their Antiproliferative Efficacy

“…2,3 Spirooxindoles are found in several bioactive natural products such as coerulescine, horsfiline, spirotryprostatin A, welwitindolinone A, elacomine, and alstonisine. 3 The synthetic spirooxindoles have also been found to possess various biological properties such as progesterone receptors modulators, anti-human immunodeficiency virus (HIV), anticancer, antitubercular, antimalarial, and mouse double minute 2 (MDM2) inhibitor. 4−6 The halogenated spirooxindole derivatives NITD609 (1) and MI-888 (2) (Figure 1) exhibited efficiency in nanomolar concentration for the treatment of malaria and cancer, respectively.…”

“…The search for a cancer chemotherapeutic agent with better efficacy and less toxicity endures a challenge for a new drug discovery process and has always compelled medicinal chemists to discover innovative agents with cancer selectivity . Isatin-inspired spirooxindole derivatives are a highly precious synthetic framework due to their diversified biological properties including the antiproliferative activity. , Spirooxindoles are found in several bioactive natural products such as coerulescine, horsfiline, spirotryprostatin A, welwitindolinone A, elacomine, and alstonisine . The synthetic spirooxindoles have also been found to possess various biological properties such as progesterone receptors modulators, anti-human immunodeficiency virus (HIV), anticancer, antitubercular, antimalarial, and mouse double minute 2 (MDM2) inhibitor. − …”

A new and green approach for regiospecific synthesis of novel chromeno‐triazolopyrimidin using tungstic acid immobilized MCM‐41 as a reusable catalyst

“…An interesting topic for synthetic chemistry researchers is the design strategies for the preparation of highly functionalized molecules in a simple and straightforward one‐step . Some features such as convergence, saving both solvents and reagents, atomeconomy and facile execution, have caused that multi‐component reactions (MCRs) to be one of the best tools in organic and diversity‐oriented synthesis .…”