Abstract
A nucleophilic catalysis method providing a concise synthesis of di-, tri-, and tetrasubstituted pyrroles is described. This regioselective one-pot method relies on nucleophilic catalysis of the intermol. addn. of oximes to activated alkynes and thermal rearrangement of the in situ generated O-vinyl oximes to form pyrroles that contain a functional group handle at the C3/C4 position.
| Original language | English |
|---|---|
| Pages (from-to) | 6271-6274 |
| Number of pages | 4 |
| Journal | Journal of Organic Chemistry |
| Volume | 75 |
| Issue number | 18 |
| DOIs | |
| Publication status | E-pub ahead of print - 18 Aug 2010 |
Bibliographical note
M1 - Copyright (C) 2018 American Chemical Society (ACS). All Rights Reserved.CAPLUS AN 2010:1044311(Journal)
Keywords
- oxime stereoselective prepn
- ketone hydroxyamine hydrochloride diastereoselective condensation
- pyrrole prepn
- alkyne oxime regioselective intermol addn nucleophilic catalysis
- vinyl oxime thermal rearrangement microwave irradn
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