A convenient regioselective synthesis of pyrano[3,2-b]acridones involving nucleophilic addition to benzyne
✍ Scribed by Mónika Rudas; Miklós Nyerges; László Tőke; Béla Pete; Paul W. Groundwater
- Book ID
- 104262206
- Publisher
- Elsevier Science
- Year
- 1999
- Tongue
- French
- Weight
- 186 KB
- Volume
- 40
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Acridone 8 was prepared by the nucleophilic addition of aniline 4 to benzyne 5. Hydrolysis of the ester group, followed by cyclisation gave the acridone 8, which was subsequently converted to the pyrano[3,2-b]acridin-4-ones 11 and 17.
📜 SIMILAR VOLUMES
Benzynes derived from aryloxazolines react with lithio-alkyl nitriles to give addition followed by cyclization to benzocyclobutanone imines which fragment to the title products. We have described the synthetic utility of benzynes, generated from m-chlorophenyloxazoline 1, to give 1,2,3\_trisubstitu