99062-31-4Relevant articles and documents
Distal γ-C(sp3)?H Olefination of Ketone Derivatives and Free Carboxylic Acids
Fan, Zhoulong,Park, Han Seul,Yu, Jin-Quan,Zhu, Ru-Yi
, p. 12853 - 12859 (2020/06/10)
Reported herein is the distal γ-C(sp3)?H olefination of ketone derivatives and free carboxylic acids. Fine tuning of a previously reported imino-acid directing group and using the ligand combination of a mono-N-protected amino acid (MPAA) and an electron-deficient 2-pyridone were critical for the γ-C(sp3)?H olefination of ketone substrates. In addition, MPAAs enabled the γ-C(sp3)?H olefination of free carboxylic acids to form diverse six-membered lactones. Besides alkyl carboxylic acids, benzylic C(sp3)?H bonds also could be functionalized to form 3,4-dihydroisocoumarin structures in a single step from 2-methyl benzoic acid derivatives. The utility of these protocols was demonstrated in large scale reactions and diversification of the γ-C(sp3)?H olefinated products.
Iridium-catalyzed ring cleavage reaction of cyclobutanone O-benzoyloximes providing nitriles
Nishimura, Takahiro,Yoshinaka, Tomoaki,Nishiguchi, Yoshiki,Maeda, Yasunari,Uemura, Sakae
, p. 2425 - 2427 (2007/10/03)
(Chemical Equation Presented) Iridium-catalyzed ring cleavage reaction of cyclobutanone O-benzoyloximes in the presence of 9,10-dihydroanthracene and potassium carbonate proceeds to give saturated nitriles via C-C bond fission at the sterically more hinde
