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Thermisch und photochemisch induzierte intramolekulare, 1,3-dipolare Cycloadditionen von 5-(2-Allyloxyphenyl)-2-phenyltetrazol. Vorläufige Mitteilung. 54 Mitteilung über Photoreaktionen

✍ Scribed by Hansruedi Meier

Publisher: John Wiley and Sons
Year: 1977
Tongue: German
Weight: 206 KB
Volume: 60
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.19770600855

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✦ Synopsis

Thermal and Photochemically Induced Interamolecular 1,3‐Dipolar Cycloaddition Reactions of 5‐(2‐Allyloxyphenyl)‐2‐phenyltetrazole

The title compound 5 is easily obtained by a recently described procedure (Scheme 2). The tetrazole 5 reacts at 165–170° or on irradiation at room temperature to yield 2‐phenyl‐3,3a‐dihydrochromano[4,3‐c]pyrazole (7, Scheme 3), which probably arises by intramolecular [3+2]‐cycloaddition of the intermediate nitrilimine. Dehydrogenation of 7 with chloranil leads to 2‐phenylchromano[4,3‐c]pyrazole (8, Scheme 3).

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Thermische und photochemisch induzierte

Thermische und photochemisch induzierte intramolekulare, 1,3-dipolare Cycloadditionen von 4-Phenyl-3-(2-allylphenyl)-sydnon. Vorläufige Mitteilung. 53. Mitteilung über Photoreaktionen

✍ Hansruedi Meier; Heinz Heimgartner; Hans Schmid 📂 Article 📅 1977 🏛 John Wiley and Sons 🌐 German ⚖ 219 KB 👁 1 views

**Thermal and photochemically induced intramolecular 1,3‐dipolar cycloaddition reactions of 4‐phenyl‐3‐(2‐allylphenyl)‐sydnone** The title compound **9** was synthesised in the usual way, starting from 2‐allylaniline and ethyl 2‐bromo‐2‐phenylacetate, __via__ the nitrosaminacid **8** (__Scheme 2__)