A new route to multifunctionalized p-terphenyls and heteroaryl analogues via [5C + 1C(N)] annulation strategy.
p-Terphenyls and heteroaryl analogues including bipyridines were prepared via [5C + 1C(N)] annulation of alpha-aryl-alpha-alkenoyl ketene-(S,S)-acetals (five carbon 1,5-bielectrophilic species) with nitroethane or ammonium acetate. The reaction features mild conditions, multisubstitution, and functional group tolerance and is metal catalyst free. The present protocol provides a new alternative to the conventional methodologies for the synthesis of teraryls.
Zhang
Lei
L
Department of Chemistry, Northeast Normal University, Changchun 130024, China.
Liang
Fushun
F
Cheng
Xin
X
Liu
Qun
Q
D000447:Aldehydes / Q000737:chemistry; D002244:Carbon / Q000737:chemistry*; D009584:Nitrogen / Q000737:chemistry*; D013730:Terphenyl Compounds / Q000737:chemistry*
D000447:Aldehydes; D013730:Terphenyl Compounds; D002244:Carbon; C116609:3-hydroxybutanal; D009584:Nitrogen