Expeditious entry into carbocyclic and heterocyclic spirooxindoles

Abstract

Recent advances in the chemistry of base-, metal-, nano-metal and organo-catalyst mediated achiral and chiral versions of the structurally diverse and pharmaceutically relevant spirooxindoles are gently reviewed.

Spirooxindole: A Versatile Biologically Active Heterocyclic Scaffold

“…The spiro[indoline-3,2′-[ 1 , 3 , 4 ]oxadiazols] incorporated pyridinyl heterocycle 30 was obtained through cyclization of the appropriate hydrazones 29 in refluxing acetic anhydride ( Scheme 3 ). Considerable antibacterial ( B. Subtilis , S. aureus , E. coli , S. typhi ) properties were noticed by the synthesized agents relative to Gentamicin.…”

“…MI-219 also revealed potent inhibitory properties against MDM2 protein with apoptosis induction in cancer cells and safe behavior towards normal cells. SOID-8 is an effective agent against melanoma capable of STAT3 (transcription 3) and JAK-2 (Janus-activated kinase-2) inhibition ( Figure 2 ) [ 3 ].…”

“…The unique chemical and bio-properties of spiroindolyl-containing alkaloids have attracted the great attention of many researchers. Many review articles have mentioned the synthetic protocols and bio-properties associated with compounds possessing this scaffold within the last few decades [ 1 , 2 , 3 , 4 , 5 , 6 , 7 ]. This study summarizes the important recent development of either naturally isolated or synthetically prepared spirooxindole-containing compounds within the last five years (2018–2022) based on their biological properties.…”

Multicomponent Direct Assembly of N-Heterospirocycles Facilitated by Visible-Light-Driven Photocatalysis

“…Of the methods developed to prepare azaheterospirocycles in recent years, most require multistep procedures; ,,,, however, the latest applications of photocatalysis have made this possible in few synthetic steps . Indeed, the development of highly efficient light sources, especially LEDs, has triggered a renaissance of interest in photochemical reactions .…”

An Access to Highly Functionalized Dihydrobenzofuran Spirooxindole Scaffolds

“…The fusing of dihydrobenzofuran and spirooxindole into one molecule would provide privileged polycyclic compounds with potential biological activities. For this propose, many elegant synthetic protocols have been developed in the past years . Recently, multifunctional Morita–Baylis–Hillman (MBH) adducts of isatins have been recognized as powerful synthons in many transformation and annulation reactions .…”