Non-stablilised ct,[B;y,8-unsaturated azomethine ylides 3 were generated by the decarbexylation method from 3,3-diarylpropenals I and secondary amino acids 2. 1,7-Electrocyclisation of these azomethine ylides, followed by a i,5-hydrogen shiit, gives 2,3-dihydru-lH-2-benzazepines 4.
1,7-Electrocyclisations of stabilised azomethine ylides
✍ Scribed by Miklós Nyerges; Andrea Virányi; Áron Pintér; László Tőke
- Book ID
- 104252769
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- French
- Weight
- 156 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Ester-stabilised a,b:g,d-unsaturated azomethine ylides 9 were generated by the deprotonation method from isoquinolinium salts 8. 1,7-Electrocyclisation of these dipoles followed by a 1,5-hydrogen shift, gives tetrahydro [5,6]azepino[2,1a]isoquinolines 10.
📜 SIMILAR VOLUMES
The first example of the 1,7-electrocyclisation of a non-stabilised azomethine ylide, e.g. 2, onto a nitro group, to give a 1,2,6-oxadiazepine intermediate, e.g. 4, is reported. Subsequent ring contraction results in the formation of the indazole-Noxides 5, 12, and 14.
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## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v