Cascade reactions forming highly substituted, conjugated phospholes and 1,2-oxaphospholes.
More than just a carbon copy: The reaction of a phospha-Wittig-Horner reagent with diacetylenic ketones (see scheme) results in a cascade of reactions that can lead to both an oxaphosphole-terminated cumulene system and an alkene-bridged bis-phosphole. The reaction outcome is determined by the nature of the acetylene termini, with phenyl groups stabilizing a carbene intermediate that dimerizes to give the bis-phosphole product.
Department of Chemistry, Ångström Laboratories, Uppsala University, Box 523, 751 20 Uppsala, Sweden.
Anna I
AI
Arkhypchuk
Marie-Pierre
MP
Santoni
Sascha
S
Ott
D018360:Crystallography, X-Ray; D008958:Models, Molecular; D015394:Molecular Structure; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D009943:Organophosphorus Compounds