Journal of Organic Chemistry p. 3447 - 3456 (2016)
Update date:2022-08-02
Topics:
Demkiw, Krystyna
Araki, Hirofumi
Elliott, Eric L.
Franklin, Christopher L.
Fukuzumi, Yoonjoo
Hicks, Frederick
Hosoi, Kazushi
Hukui, Tadashi
Ishimaru, Yoichiro
O'Brien, Erin
Omori, Yoshimasa
Mineno, Masahiro
Mizufune, Hideya
Sawada, Naotaka
Sawai, Yasuhiro
Zhu, Lei
A practical and highly effective one-pot synthesis of versatile heteroaryl ketones directly from carboxylic acids and heteroaryl halides under mild conditions is reported. This method does not require derivatization of carboxylic acids (preparation of acid chlorides, Weinreb amides, etc.) or the use of any additives/catalysts. A wide substrate scope of carboxylic acids with high functional group tolerance has also been demonstrated. The results reveal that the presence of an α-nitrogen on the halide substrate greatly improves the desired ketone formation.
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