Abstract
This micro-review attempts to comprehensively cover reported reactions employing thio- and aminophosphate precursors for forming sulfur and nitrogen heterocycles. All such reactions are triggered by initial formation of an alkoxide, most commonly by attack of a carbon or heteroatom nucleophile onto a carbonyl group. The alkoxide intermediate facilitates an intramolecular transfer of the phosphate group to form a thiolate or nitrogen atom anion, which then terminate the anionic cascade via an intramolecular O-phosphate displacement reaction to form the heterocyclic products.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 4249-4259 |
| Number of pages | 11 |
| Journal | European Journal of Organic Chemistry |
| Volume | 2016 |
| Issue number | 25 |
| DOIs | |
| State | Published - Sep 2016 |
| Externally published | Yes |
Keywords
- Aminophosphates
- Cascade reactions
- Nitrogen heterocycles
- Sulfur heterocycles
- Thiophosphates
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry