Accessing unusual heterocycles: ring expansion of benzoborirenes by formal cycloaddition reactions

Sindlinger, Marvin; Ströbele, Markus; Grunenberg, Jörg; Bettinger, Holger F.

doi:10.1039/d3sc03433j

Cited by 2 publications

(1 citation statement)

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“…A detailed analysis of the reaction mechanism reveals that incorporating a ring structure into another heterocyclic ring to form heterocyclic compounds presents intricate challenges. These challenges include managing the activation sequence, precisely controlling chemical selectivity, and navigating regional selectivity [26]. Consequently, the widespread application of this reaction type in synthetic chemistry has been greatly hindered.…”

Section: Introductionmentioning

confidence: 99%

Skeletal Editing: Ring Insertion for Direct Access to Heterocycles

Li,

2024

Molecules

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Skeleton editing has rapidly advanced as a synthetic methodology in recent years, significantly streamlining the synthesis process and gaining widespread acceptance in drug synthesis and development. This field encompasses diverse ring reactions, many of which exhibit immense potential in skeleton editing, facilitating the generation of novel ring skeletons. Notably, reactions that involve the cleavage of two distinct rings followed by the reformation of new rings through ring insertion play a pivotal role in the construction of novel ring skeletons. This article aims to compile and systematize this category of reactions, emphasizing the two primary reaction types and offering a thorough exploration of their associated complexities and challenges. Our endeavor is to furnish readers with comprehensive reaction strategies, igniting research interest and injecting fresh impetus into the advancement of this domain.

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Section: Introductionmentioning

confidence: 99%