Diels-Alder reaction of 3-and 2-nitroindoles with Danishefsky's diene gives the expected 2-and 3-hydroxycarbazoles in very good to excellent yields (73-91%) and with apparent complete regioselectivity.
Synthesis and Diels-Alder reactions of 3-methylene-2-ferrocenylmethylenequinuclidine
✍ Scribed by Marcos Martínez García; Georgina Espinosa Pérez; Francisco Lara Ochoa; Raymundo Cruz-Almanza
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 384 KB
- Volume
- 53
- Category
- Article
- ISSN
- 0040-4020
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✦ Synopsis
The synthesis and chemical reactivity in Diels-Alder reactions of the title compound 6 is described. When 6 was reacted with N-phenylmaleimide, a 3:1 mixture of isomers exo 14a and endo 14b was found, while with triazolinedione 13, a novel ferrocenyl heterocycle 15 was formed. The structures for 14b and 15 were confirmed by X-ray diffraction analysis.
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