Skeletal Editing: Ring Insertion for Direct Access to Heterocycles

Molecules. 2024 Apr 23;29(9):1920. doi: 10.3390/molecules29091920.

Abstract

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.

Keywords: heterocycles; ring expansion; ring insertion; ring skeletons; skeleton editing.

Publication types

  • Review

MeSH terms

  • Chemistry Techniques, Synthetic
  • Heterocyclic Compounds* / chemical synthesis
  • Heterocyclic Compounds* / chemistry
  • Molecular Structure

Substances

  • Heterocyclic Compounds

Grants and funding

This research was founded by the Technology Research Program of Chongqing Municipal Education Commission (KJQN202301349), Natural Science Foundation Project of CQ CSTSC (cstc2022ycjh-bgzxm0170-1), Chongqing University of Arts and Sciences: Program for Talents Introduction (R2022YX07 and P2022YX10), Yongchuan Natural Science Foundation (2023yc-jckx20074).