Abstract
An operationally simple, one-pot, two-step cascade method has been developed to afford quinazolino[1,2,3]triazolo[1,4]benzodiazepines. This unique, atom-economical transformation engages five reactive centers (amide, aniline, carbonyl, azide, and alkyne) and employs environmentally benign iodine as a catalyst. The method proceeds via sequential quinazolinone-forming condensation and intramolecular azide-alkyne 1,3-dipolar cycloaddition reactions. Substrate scope, multicomponent examples, and mechanistic insights are discussed.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 3732-3735 |
| Number of pages | 4 |
| Journal | Organic Letters |
| Volume | 14 |
| Issue number | 14 |
| DOIs | |
| State | Published - Jul 20 2012 |
ASJC Scopus subject areas
- Organic Chemistry
- Physical and Theoretical Chemistry
- Biochemistry
Fingerprint Dive into the research topics of 'One-pot, two-step cascade synthesis of quinazolinotriazolobenzodiazepines'. Together they form a unique fingerprint.
Cite this
Guggenheim, K. G., Toru, H., & Kurth, M. J. (2012). One-pot, two-step cascade synthesis of quinazolinotriazolobenzodiazepines. Organic Letters, 14(14), 3732-3735. https://doi.org/10.1021/ol301592z