title: A Nitrogen-Assisted One-Pot Heteroaryl Ketone Synthesis from Carboxylic Acids and Heteroaryl Halides.
abstract: 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.
authors.affiliation: Chemical Development Laboratories, Millennium Pharmaceuticals, Inc. , a subsidiary of Takeda Pharmaceutical Company Limited, 40 Landsdowne Street, Cambridge, Massachusetts 02139, United States.
authors.forename: Krystyna
authors.initials: K
authors.lastname: Demkiw
authors.affiliation: Chemical Development Laboratories, CMC Center, Takeda Pharmaceutical Company Limited , 17-85, Jusohonmachi 2-chome, Yodogawa-ku, Osaka 532-8686, Japan.
authors.forename: Hirofumi
authors.initials: H
authors.lastname: Araki
authors.affiliation: Chemical Development Laboratories, Millennium Pharmaceuticals, Inc. , a subsidiary of Takeda Pharmaceutical Company Limited, 40 Landsdowne Street, Cambridge, Massachusetts 02139, United States.
authors.forename: Eric L
authors.initials: EL
authors.lastname: Elliott
authors.affiliation: Chemical Development Laboratories, Millennium Pharmaceuticals, Inc. , a subsidiary of Takeda Pharmaceutical Company Limited, 40 Landsdowne Street, Cambridge, Massachusetts 02139, United States.
authors.forename: Christopher L
authors.initials: CL
authors.lastname: Franklin
authors.affiliation: Chemical Development Laboratories, CMC Center, Takeda Pharmaceutical Company Limited , 17-85, Jusohonmachi 2-chome, Yodogawa-ku, Osaka 532-8686, Japan.
authors.forename: Yoonjoo
authors.initials: Y
authors.lastname: Fukuzumi
authors.affiliation: Chemical Development Laboratories, Millennium Pharmaceuticals, Inc. , a subsidiary of Takeda Pharmaceutical Company Limited, 40 Landsdowne Street, Cambridge, Massachusetts 02139, United States.
authors.forename: Frederick
authors.initials: F
authors.lastname: Hicks
authors.affiliation: Chemical Development Laboratories, CMC Center, Takeda Pharmaceutical Company Limited , 17-85, Jusohonmachi 2-chome, Yodogawa-ku, Osaka 532-8686, Japan.
authors.forename: Kazushi
authors.initials: K
authors.lastname: Hosoi
authors.affiliation: Chemical Development Laboratories, CMC Center, Takeda Pharmaceutical Company Limited , 17-85, Jusohonmachi 2-chome, Yodogawa-ku, Osaka 532-8686, Japan.
authors.forename: Tadashi
authors.initials: T
authors.lastname: Hukui
authors.affiliation: Chemical Development Laboratories, CMC Center, Takeda Pharmaceutical Company Limited , 17-85, Jusohonmachi 2-chome, Yodogawa-ku, Osaka 532-8686, Japan.
authors.forename: Yoichiro
authors.initials: Y
authors.lastname: Ishimaru
authors.affiliation: Chemical Development Laboratories, Millennium Pharmaceuticals, Inc. , a subsidiary of Takeda Pharmaceutical Company Limited, 40 Landsdowne Street, Cambridge, Massachusetts 02139, United States.
authors.forename: Erin
authors.initials: E
authors.lastname: O'Brien
authors.affiliation: Chemical Development Laboratories, CMC Center, Takeda Pharmaceutical Company Limited , 17-85, Jusohonmachi 2-chome, Yodogawa-ku, Osaka 532-8686, Japan.
authors.forename: Yoshimasa
authors.initials: Y
authors.lastname: Omori
authors.affiliation: Chemical Development Laboratories, CMC Center, Takeda Pharmaceutical Company Limited , 17-85, Jusohonmachi 2-chome, Yodogawa-ku, Osaka 532-8686, Japan.
authors.forename: Masahiro
authors.initials: M
authors.lastname: Mineno
authors.affiliation: Chemical Development Laboratories, CMC Center, Takeda Pharmaceutical Company Limited , 17-85, Jusohonmachi 2-chome, Yodogawa-ku, Osaka 532-8686, Japan.
authors.forename: Hideya
authors.initials: H
authors.lastname: Mizufune
authors.affiliation: Chemical Development Laboratories, CMC Center, Takeda Pharmaceutical Company Limited , 17-85, Jusohonmachi 2-chome, Yodogawa-ku, Osaka 532-8686, Japan.
authors.forename: Naotaka
authors.initials: N
authors.lastname: Sawada
authors.affiliation: Chemical Development Laboratories, CMC Center, Takeda Pharmaceutical Company Limited , 17-85, Jusohonmachi 2-chome, Yodogawa-ku, Osaka 532-8686, Japan.
authors.forename: Yasuhiro
authors.initials: Y
authors.lastname: Sawai
authors.affiliation: Chemical Development Laboratories, Millennium Pharmaceuticals, Inc. , a subsidiary of Takeda Pharmaceutical Company Limited, 40 Landsdowne Street, Cambridge, Massachusetts 02139, United States.
authors.forename: Lei
authors.initials: L
authors.lastname: Zhu