Jacquot, S; Schmitt, G; Laude, B; Kubicki, M M; Blacque, Olivier (2000). Nucleophilic additions of sodium alkoxides to 4,4-dichloro-1,1-diphenyl- 2-azabuta-1,3-diene. European Journal of Organic Chemistry, (7):1235-1239.
The reaction of some sodium alkoxides with 4,4-dichloro-1,1-diphenyl-2- azabuta-1,3-diene is described. Whereas sodium methoxide, ethoxide or isopropoxide leads to 1,3-bis(alkoxy)- and/or 1,3,4-tris(alkoxy)-2-azabut-2- enes, the sodium salt of ethyl glycolate gives a Δ2-oxazoline. Mechanisms for the formation of these products are proposed.
The reaction of some sodium alkoxides with 4,4-dichloro-1,1-diphenyl-2- azabuta-1,3-diene is described. Whereas sodium methoxide, ethoxide or isopropoxide leads to 1,3-bis(alkoxy)- and/or 1,3,4-tris(alkoxy)-2-azabut-2- enes, the sodium salt of ethyl glycolate gives a Δ2-oxazoline. Mechanisms for the formation of these products are proposed.
| Item Type: | Journal Article, refereed, original work |
|---|---|
| Communities & Collections: | 07 Faculty of Science > Department of Chemistry |
| Dewey Decimal Classification: | 540 Chemistry |
| Scopus Subject Areas: | Physical Sciences > Physical and Theoretical Chemistry
Physical Sciences > Organic Chemistry |
| Language: | English |
| Date: | 2000 |
| Deposited On: | 11 Nov 2022 13:25 |
| Last Modified: | 12 Nov 2022 21:00 |
| Publisher: | Wiley-Blackwell Publishing, Inc. |
| ISSN: | 1099-0690 |
| Additional Information: | cited By 9 |
| OA Status: | Closed |
| Publisher DOI: | https://doi.org/10.1002/1099-0690(200004)2000:7<1235::AID-EJOC1235>3.0.CO;2-8 |
| Related URLs: | https://www.scopus.com/inward/record.uri?eid=2-s2.0-0034009841&doi=10.1002%2f1099-0690%28200004%292000%3a7%3c1235%3a%3aAID-EJOC1235%3e3.0.CO%3b2-8&partnerID=40&md5=6c26ffb8f163d5092d72b7db6050f5ad |
Jacquot, S