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An approach to the synthesis of the benzo[b]fluorene core of the kinamycins by an arylalkyne-allene cycloaddition

✍ Scribed by Óscar de Frutos; Antonio M Echavarren

Book ID
104258165
Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
123 KB
Volume
38
Category
Article
ISSN
0040-4039

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✦ Synopsis

The cyclization of an arylalkyne to an arlene followed by ring closure was applied fix the ready cons~uction of the tetracyclic core of the ifinamycin family of antibiotics.

📜 SIMILAR VOLUMES

Synthesis of the benzo[b]fluorene core o
Synthesis of the benzo[b]fluorene core of the kinamycins by cycloaromatization of non-conjugated benzotriynes
✍ David Rodríguez; Luis Castedo; Domingo Domínguez; Carlos Saá 📂 Article 📅 1999 🏛 Elsevier Science 🌐 French ⚖ 218 KB

Non-conjugated benzotriynes 2 undergo a novel radical cycloaromatization to provide the benzo[b]fluorene core of the kinamycins. The overall process involves a thermal intramolecular cyclization to the non-benzenoid biradicals 4 followed by radical cyclization and hydrogen abstraction.