Imidazolidenyl carbene catalyzes nucleophilic acylation reaction of arylfluorides with electron withdrawing groups to give benzophenone derivatives.

Xanthones and acridones were synthesized from 3,4-difluoronitrobenzene and 2-fluorobenzaldehydes in two or three steps. The key step was nucleophilic aroylation catalyzed by imidazolidenyl carbene. The nucleophilic aroylation of 3,4-difluoronitrobenzene afforded 2,2-difluoro-4-nitrobenzophenones. The cyclization of the difluorobenzophenones with O-nucleophile and N-nucleophile yielded 3-nitroxanthones and 3-nitroacridones, respectively. Indazole, quinolino[2,3-b]quinoxaline, and thianaphtho[2,3-b]quinoxaline derivatives were also synthesized via nucleophilic aroylation of 2,3-dichloroquinoxaline followed by cyclization with nucleophiles.

Ring closure reactions O 0130Synthesis of Heterocyclic Compounds via Nucleophilic Aroylation Catalyzed by Imidazolidenyl Carbene. -Ongoing research leads to the development of a novel approach to xanthones such as (V) and acridones such as (VIII). Mechanistic aspects for the first step to compounds such as (IV) are discussed. -(SUZUKI*, Y.; TOYOTA, T.; MIYASHITA, A.; SATO, M.; Chem.

Polyphenylalkane derivatives Polyphenylalkane derivatives Q 0720Nucleophilic Acylation of Arylfluorides Catalyzed by Imidazolidenyl Carbene.-Imidazolidenyl carbene catalyzes nucleophilic acylation reaction of arylfluorides (I) with electron withdrawing groups to give benzophenone derivatives (III). -(SUZUKI*, Y.; TOYOTA, T.; IMADA, F.; SATO, M.; MIYASHITA, A.; Chem.