A diversity-oriented synthesis of polyheterocycles via the cyclocondensation of azomethine imine

Abstract

Pd-Catalyzed sequential reactions to afford skeletally diverse molecules are described.

Nitrene-transfer from azides to isocyanides: Unveiling its versatility as a promising building block for the synthesis of bioactive heterocycles

“…Motivated by this, Sawant’s research group developed a one-pot, three-component reaction for synthesizing azomethine imines, employing an auto-tandem Pd(II) catalysis approach ( Scheme 13 ). 44 Encouraged by this result, they envisaged that skeletally diverse compound collections could be generated from the azomethine imines. Incorporating various dipolarophiles through diversity-oriented synthesis enables the generation of a skeletally diverse molecule, facilitating the synthesis of complex heterocycles with potential medicinal applications.…”

Recent advances in the synthesis of bridgehead (or ring-junction) nitrogen heterocycles via transition metal-catalyzed C–H bond activation and functionalization

“…In 2019, Sawant et al reported that under Pd-catalyzed conditions, azomethine imine 75 reacted with nitroolefins 74, giving bridgehead nitrogen containing heterocycles 76. 46 A one-pot, four component approach (Method B) also gave this potential pharmaceutically useful polyheterocyclic skeleton from readily available 2-azidobenzaldehyde 71, isocyanide 72, aryl sulfonyl hydrazide 73 and nitroolefins 74 (Scheme 17).…”

Mechanochemical IMCR and IMCR-post transformation domino strategies: towards the sustainable DOS of dipeptide-like and heterocyclic peptidomimetics

“…15 Efficient synthetic tools such as multicomponent, tandem, domino and pericyclic reactions that work under mild conditions are particularly valuable in DOS because they support the use of orthogonal substrates with a wide range of functional groups that, through subsequent transformations, allow rapid construction of complex molecules in one reaction stage. 16 However, the application of one-pot processes based on the MCR-post transformation in DOS in a consecutive 17 or domino manner 13 a ,18 to generate scaffold diversity is underexplored. Additionally, these methods typically employ less-ecofriendly conditions such as high temperatures, use of metal catalysts, toxic solvents, and/or excessive amounts of reagents, and elongated reaction times.…”