An Efficient and Scalable Synthesis of Substituted Phenanthrenequinones by Intramolecular Friedel−Crafts Reaction of Imidazolides
✍ Scribed by Yoshikawa, Naoki; Doyle, Austin; Tan, Lushi; Murry, Jerry A.; Akao, Atsushi; Kawasaki, Masashi; Sato, Kimihiko
- Book ID
- 126135647
- Publisher
- American Chemical Society
- Year
- 2007
- Tongue
- English
- Weight
- 89 KB
- Volume
- 9
- Category
- Article
- ISSN
- 1523-7060
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📜 SIMILAR VOLUMES
New pyrrolobenzodiazocines 3 have been prepared by an intramolecular Friedel-Crafts process from pyrrolobenzoacrylamides 2. The cyclisation process involving a 1,4-intramolecular addition of a pyrrole onto acrylamide led to the formation of an eight-membered ring.
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6-Acetoxy-4-alkenyl arenes undergo regio-and stereoselective intramolecular Friedel -Crafts reaction affording benzocycles in moderate to excellent yields in TFA/HOAc (3:1). It was observed that introduction of alkyls or phenyl group to the allylic acetate moiety facilitates the cyclization reaction