Unusual reactions between chloroketenes and 1,3,5‐tri‐ tert ‐butylcyclopentadiene | Zendy

Dehmlow Eckehard Volker | Zendy; Bollmann Christof | Zendy; Neumann Beate | Zendy; Stammler HansGeorg | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

Unusual reactions between chloroketenes and 1,3,5‐tri‐ tert ‐butylcyclopentadiene

Author(s) -

Dehmlow Eckehard Volker,

Bollmann Christof,

Neumann Beate,

Stammler HansGeorg

Publication year - 1995

Publication title -

liebigs annalen

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 0947-3440

DOI - 10.1002/jlac.1995199511270

Subject(s) - ketene , chemistry , triethylamine , acylation , medicinal chemistry , bicyclic molecule , chloride , organic chemistry , catalysis

Reaction of title compound 1 with dichloroketene resulted in a complex rearrangement to 2 when the ketene was generated from Cl 3 CCOCl/Zn. In contrast, treatment of 1 with the ketene produced from dichloroacetyl chloride/triethylamine gave a bicyclo[3.2.0]heptenone ( 3 ) along with acylation product 4 . Reaction of monochloroketene with 1 afforded the „normal” endo ‐chloro compound 6 which thermally rearranged to the formal Diels‐Alder product 7 .

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research