91516-29-9Relevant academic research and scientific papers
A Nitrogen-Assisted One-Pot Heteroaryl Ketone Synthesis from Carboxylic Acids and Heteroaryl Halides
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
, p. 3447 - 3456 (2016/05/19)
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.
Practical synthesis of a highly functionalized thiazole ketone
Frey, Lisa F.,Marcantonio, Karen M.,Chen, Cheng-Yi,Wallace, Debra J.,Murry, Jerry A.,Tan, Lushi,Chen, Weirong,Dolling, Ulf H.,Grabowski, Edward J. J.
, p. 6363 - 6373 (2007/10/03)
Compound 1 is a uniquely substituted ketone prepared via addition of a thiazole anion to an aromatic nitrile in good overall yield. An exploration into the generality of the addition of thiazole anions to nitriles allowed us to make a variety of thiazole ketones in good to excellent yields. The non-odorous thiolate-mediated demethylation reaction used in the synthesis of 1 is also presented.
