BN isosteres of indole
1Department of Chemistry, Central Washington University, Ellensburg, WA 98926, USA. abbeye@cwu.edu
Organic & Biomolecular Chemistry
|February 14, 2013
Summary
Boron-carbon (BN) isosterism offers a new way to create diverse indole structures. This perspective reviews the synthesis, properties, and applications of external and fused BN indoles.
Area of Science:
- Organic Chemistry
- Medicinal Chemistry
- Materials Science
Background:
- Indole scaffolds are crucial in biological systems and materials.
- Indole synthesis has been extensively studied for over 100 years.
- BN/CC isosterism presents a novel approach to diversify indole structures.
Purpose of the Study:
- To provide a historical overview of BN indole isosteres.
- To summarize synthetic strategies for BN indoles.
- To discuss the functionalization and properties of these compounds.
Main Methods:
- Review of existing literature on BN indoles.
- Analysis of synthetic routes for external and fused BN indoles.
- Compilation of data on the properties and applications.
Main Results:
- Two main classes of BN indoles exist: external (1,3,2-benzodiazaborolines) and fused.
- Established synthetic methods exist for external BN indoles.
- Emerging synthetic strategies are being developed for fused BN indoles.
Conclusions:
- BN/CC isosterism is a valuable tool for indole structural diversification.
- Both external and fused BN indoles show promise for various applications.
- Further research into synthesis and properties will expand their utility.
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