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.
Synthesis of the Benzo[b]fluorene Core of the Kinamycins by Arylalkyne–Allene and Arylalkyne–Alkyne Cycloadditions
✍ Scribed by Esther González-Cantalapiedra; Óscar de Frutos; Carmen Atienza; Cristina Mateo; Antonio M. Echavarren
- Book ID
- 102175879
- Publisher
- John Wiley and Sons
- Year
- 2006
- Tongue
- English
- Weight
- 257 KB
- Volume
- 2006
- Category
- Article
- ISSN
- 1434-193X
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📜 SIMILAR VOLUMES
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.
## Abstract A convenient and general approach to the synthesis of 2‐substituted 3‐bromobenzofurans and ‐benzothiophenes was developed. The procedure is based on the cyclization of __ortho__‐substituted arylalkynes in the presence of __N__‐methylpyrrolidin‐2‐one hydrotribromide (MPHT) as a soft and