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Anionic ortho-Fries Rearrangement, a Facile Route to Arenol-Based Mannich Bases
| Content Provider | Scilit |
|---|---|
| Author | Tsoungas, Petros Assimomytis, Nikos Sariyannis, Yiannis Stavropoulos, Georgios Varvounis, George Cordopatis, Paul |
| Copyright Year | 2009 |
| Description | Phenol and 1-naphthol-based carbamates undergo the anionic ortho-Fries rearrangement to their corresponding amides. Bulky substitution at position 8 of 1-naphthol-based carbamates makes the rearrangement an exclusive reaction, even at -90 ˚C, under a variety of conditions. The amides can be efficiently reduced to the corresponding Mannich bases. A novel route to 7-[(dialkylamino)methyl]-8-hydroxy-1-naphthaldehydes is presented. |
| Related Links | http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0029-1217991.pdf |
| Ending Page | 2782 |
| Page Count | 6 |
| Starting Page | 2777 |
| ISSN | 09365214 |
| e-ISSN | 14372096 |
| DOI | 10.1055/s-0029-1217991 |
| Journal | Synlett |
| Issue Number | 17 |
| Volume Number | 2009 |
| Language | English |
| Publisher | Georg Thieme Verlag KG |
| Publisher Date | 2009-09-24 |
| Access Restriction | Open |
| Subject Keyword | Organic Chemistry Ortho-fries Rearrangement |
| Content Type | Text |
| Resource Type | Article |
| Subject | Organic Chemistry |